Story In A Bottle Podcast

Lindsey Green has a life checklist and she’s quickly making her way through it. Currently, as the VP of Corporate Communications at Bustle, she is embracing being a millennial - a point of personal pride - as she helps manage the most successful site for other women like her (and, at the time of recording, the 32nd most popular site on the Internet). But in true Millennial fashion, her checklist is varied, as her career experience includes stints in fashion, food, and, of course, permeating passion for tech. As she says, "I don’t want to be less connected, I want to be more connected. I want more Internet." Over Cupcake Prosecco in wine glass (her signature), Lindsey shares her obsessive relationship with gymnastics, why New York always the dream, and how she’s working to combat that "there's a great misconception of [her] generation as a whole," especially when it comes to ego vs. empathy.

What you'll learn:
-- Why the Millennial generation is truly unique (which makes them a challenge to market to)

-- The importance of always staying true to yourself

-- How carrying gum can lead to a huge career shift

-- That it’s possible to do more than one or two or three things at once and be successful

-- No one needs to have just one dream

Direct download: SIAB_LGreen_v4.mp3
Category:general -- posted at: 8:01am EDT

While he's probably best known from Gimlet Media's StartUp podcast, Matt Lieber's relationship with the audio world harkens back to his undergraduate days, where he ran the radio station at his alma mater, Bowdoin College. As a teenager and into his early career, Matt knew that he wanted radio content to be a major part of his life, but what that actually meant wasn't apparent. Over glasses of Mezcal, Matt talks about his experience walking away from radio and the subsequent winding path that took him through MTV, Nepal, MIT, and consulting before boomeranging back to the world of audio content at Gimlet; where he and Alex Blumberg are creating an empire out of quality content one episode at a time.

Tequila provided by Alphabet City Wine Co.

Things you’ll learn:

  • Why entrepreneurs say, but rarely feel they are actually “crushing it.”
  • Public radio is one of the most challenging professions
  • In the world of Business Consultancy, it’s possible that everyone’s a novice
  • Sometimes the best way to find yourself is in the everyday things you do
  • What happens when your startup explodes publically overnight
Direct download: SIAB_MLieber_v3.mp3
Category:general -- posted at: 7:14am EDT

As a second-time founder, Brooke Moreland has been through it all. She’s watched her former company, Fashism, skyrocket to the front page of the fashion section of the New York Times, receive endorsement and investment from celebrity investors like Ashton Kutcher, only to face the harsh reality of shutting down her dream. In her new startup, Jewelbots, she’s applying all the knowledge she learned from her last experience and creating brand new technology geared at helping girls learn how to code in a fun and relevant way. Over Bulleit Bourbon, generously provided by Alphabet City Wine Co., we discussed how Jewelbots came to be and why being banned from schools is the bar she’s set for success.

Things you’ll learn:

  • How to launch a successful kickstarter campaign (or read about it here)
  • What you should know you don’t know as a first-time founder
  • The challenges of designing digital product for young kids
  • The differences between raising venture as a first- vs. second-time founder
  • How and when to hire internally versus outside agencies
  • How to make the, often heartbreaking, decision to shut it all down
Direct download: SIAB_BMooreland_v3.mp3
Category:general -- posted at: 7:44am EDT

“There are no shortcuts to enlightenment.” That quote by Mike Rothman sums up his approach to the impressive career and life that he has lead thus far. In this episode, Mike, the co-founder of Fatherly, a new parenting product  that takes a unique approach to content and commerce, talks about the entrepreneurial spirit drives him.

Episode highlights include:

  • The story behind the origins of Thrillist.
  • Why email is “the cockroach of the internet” and why it’s currently one of the most important communication tools for brands.
  • How a cross-country bike ride for charity can (or cannot) change your life.
  • What you can learn from being Conan O’Brien’s writing intern.

Why his biggest lesson learned to date is: “Focus, focus, focus. Especially early on… as great as you are, you can only do one thing well at a time.”

Direct download: SIAB_MRothman_v3.mp3
Category:general -- posted at: 7:42am EDT

Maya Baratz spent her childhood filling up dozens of notebooks passionately writing. At the time, she had no idea that what seemed to be a necessary reality for her own personal psyche could translate into a career. Her love of content, however, could only be equaled with her obsession with technology.

Over prosecco generously provided by Alphabet City Wine Company, Maya discusses the challenges of immigrating to the United States from Israel as a pre-teen - with very little grasp of the English language - through her early years discovering that her love of both content and tech could translate into a real career. Her unique experiences working as a speechwriter for former senator John Kerry and innovating how shaped it’s early community have helped lead her to her role as the Head of New Products at ABC News, where she’s doing her most innovative work yet.

Direct download: SIAB_MBaratz_v3.mp3
Category:general -- posted at: 9:48am EDT

Over the past twenty years, journalism as an industry has evolved significantly. Erick Schonfeld has not only reported on tech throughout that process, but he’s been a major catalyst for innovation within the field as well. His experience follows the shift from print to digital as a priority at Forbes, to the professionalization of blogs at TechCrunch, up until now, as he is championing new technologies to enhance digital storytelling as the co-founder of Touchcast.

Over a few glasses of Grgch Hills Estate Cabernet Sauvignon, Erick discussed the challenges he’s faced at the forefront of journalism; how, over time, the lines blurred between being a “content creator” to the creating of the product itself. Those key learnings have been instrumental for Touchcast, and explain why it’s been embraced by companies like The Wall Street Journal, the BBC, and, as well as its popularity in the world of education.

Direct download: SIAB_ESchonfeld_v5.mp3
Category:general -- posted at: 8:48am EDT

It’s no secret that most successful products are born out of collaboration. Mari Sheibly has made a career of proving that time and time again as a designer for some of the internet’s best, including Foursquare, Rent the Runway, and now at budding Walker & Co.

Early on Mari was dissuaded from the dream of being a professional artist while attending art school which lead to her focusing her sights on the world of product design. In the years since, she’s surrounded herself with teams that challenge her and that she challenges back, building and rebuilding digital products until she knows, almost instinctively, it’s time for her to move on to the next. Over dirty vodka martinis, Mari shared her thoughts around being on both sides of process (client and agency), her lessons from helping a young startup like Foursquare evolve and find itself, and how Walker & Co. is ensuring it does not find itself caught in the stereotypical web of homogeneity.

Direct download: SIAB_MSheibley_v3.mp3
Category:general -- posted at: 6:31am EDT

When creating a product, often times the best approach is to start small with core group of users and use cases and grow. Michael Pryor successfully bucked that trend when he co-founded Trello, basing his company on the idea of “bringing structure to any process,” regardless of the aim of the project or industry using it.  Since its launch at TechCrunch Disrupt 4 years ago, it has gained 10+ million registered users who are utilizing it for projects that span from wedding planning, to HR onboarding for small companies, to Sales CRM and beyond. Their reach is only growing thanks to the evangelization of the product by many core users.

Trello wasn’t Michael’s first attempt at digital products. Growing up in Lancaster, PA, he had early interest in computer science. Over a few cans of Mama’s Little Yella Pils (generously provided by Alphabet City Beer Co.), he remembered his ‘tech’ origins (which involved meticulously inputting Basic code from coding magazines, into his Texas Instruments computer), his time at Dartmouth building websites for professors, and his subsequent years working for Juno and a development consultancy that weathered the pop of tech bubble by creating their own products (most notably Stack Overflow).

Several decades, products, and teams later, he’s continuing to get to the root of user obstacles, creating the best tools to solve them. Needless to say, he’s on to something good.

Direct download: SIAB_MPryor_v3.mp3
Category:general -- posted at: 6:25am EDT

Kellee Khalil grew up surrounded by entrepreneurs. Her father moved to America with a one-way ticket and an eye on the American dream. His business-minded attitude, paired with the creative influence of her florist mother, set a lifelong example of finding an opportunity and making it work. As a true California girl, she attended USC where her major was entrepreneurial studies. This gave her not only the foundation to become an eventual business owner, but helped solidify the business acumen she had grown up with: “identifying problems and building solutions around it.”

As the Maid of Honor for her sister’s wedding, she found such a problem to solve as she was constantly turning to Google for answers to everyday, commonplace, wedding planning needs. The outdated and unhelpful businesses that comprised the $99 billion dollar wedding industry needed innovation and that’s just what she was going to bring to the table with her company, Loverly.

Over Tito’s vodka sodas, provided by Alphabet City Wine Co., we discussed her take on outside capital (“Sometimes it’s better to sell the dream and get as much money as you can, then you have enough time how to figure out how to execute.”) and how ripe the wedding industry is for an innovative overhaul.

Direct download: SIAB_KKhalil_v3.mp3
Category:general -- posted at: 5:50pm EDT

Growing up, every kid wants to be an astronaut. For Inder Singh it wasn’t just a dream: he “did everything in [his] power to get there.” He threw himself into the field starting with attending Space Academy as a kid, learning to fly a plane at 16, and finally working at major rocket labs while studying engineering at the University of Michigan (which he was compelled to attend because their symbol flies on the moon). This full-speed ambition, along with a with drive to constantly be learning from the best and the brightest is a theme throughout Inder’s life and has produced a dizzying number of accolades: the founding of a successful nonprofit, 3 master’s degrees between MIT and Harvard, and public praise from Bill Clinton for his work in bringing more affordable malaria treatments to the third world, just to name a few (though his mom still wanted him to follow in his family’s footsteps and become a doctor).

His latest venture, Kinsa, looks to combine his extensive background to revolutionize how the spread of infectious diseases are tracked, starting with a simple device that every household has: a thermometer. In this episode, we sat with Inder to walk through his story and what he sees next on the global health tech horizon. While he may not be an astronaut or doctor, we think his mom is still pretty proud.

This episode’s Wodka tonics were provided by our friends at Alphabet City Wine Company.

Direct download: SIAB_ISingh_v3.mp3
Category:general -- posted at: 10:46am EDT

As a day trader at JP Morgan your life often resembles that of a startup founder: too much to do, constant pressure, and around the clock hours. What you may not see is a key difference in a lack of flexibility. Carolyn Lanzetta entered the finance world after graduating from Dartmouth. She was drawn to the banking field by the clearly defined roles and expectations. After the birth of her first child, though, she knew something, mainly her profession, had to change. Parents, especially mothers, were not abundant on the trading floor and the rigidity of the job allowed for zero flexibility. In the cut-throat world of big finance “you barely grab lunch from the delivery guy who brings it to the lobby, let alone an appointment at your kid’s school.” So she quit and left a world of clear cut rules and entered the completely foreign world of startups.

Plum Print is the brainchild of Carolyn and her cousin. Together, they pooled their knowledge and sought to address a need of many parents: preserving their child’s artworks and momentos in a meaningful way, while also reducing the clutter. They started small, and as the company grew, so did their web footprint. Over John Daly’s we sat to discuss the parallels between finance and the tech world, how, with zero tech knowledge she has found both her footing and place as a startup founder, and the challenges, mistakes and lessons that she has encountered along the way.

Direct download: SIAB_CLanzetta_v2.mp3
Category:general -- posted at: 11:45pm EDT

Unlike many of our guests, you won’t find Sam Kassoumeh on Twitter. In fact, you won’t find his profile on any social media sites. He removed them all before Snowden’s leaks, based on an inkling.

Growing up in ‘Ford Country’ he was surrounded by friends and family working in the automotive industry. It was assumed he would follow in their footsteps. At 14, he was drawn to a different path as he began ‘white hat’ hacking as he broke screenname rules on AOL 2.0. From these humble beginnings he began his career as a top internet security expert.

After graduating from The University of Michigan and a few corporate jobs that followed, he worked his way up the ranks, eventually helping build a military level security system at Gilt. He realized at this point how much the sphere of the internet needed better security as a whole and launched his company Security Scorecard. Over a bottle of Cotes du Rhone, we discussed his take on internet security and why it’s not that “people should be fearful, but with that being said, people need to be educated.” In the age of celebrity cell phone hacks and Ashley Madison data leaks, it should come as no surprise that 70% of breaches are due to third party intrusion. This statistic becomes more and more relevant as we become increasingly reliant on the cloud.

Our conversation was truly one of the most enlightening that we’ve had to date. With the knowledge that “a basic level breach costs a company $6 million and 2 years of remediation” it’s a conversation that could save companies both large and small.

Direct download: SIAB_SKassoumeh_v2.mp3
Category:general -- posted at: 6:30am EDT

Much like many who found themselves in tech, Christina Lewis Halpern began her career in journalism. Unlike most though, it’s her first foray into tech from that world that is making the biggest splash.

From covering crime in Stamford, CT to grabbing quotes from Donald Trump on Wall Street, as well as the boom and bust of the real estate industry, she saw the true spectrum of wealth and humanity play out in the daily news. It left her wanting to help inspire change, much like her initial source of inspiration: her father. As the first African American to build a billion dollar company he sought (and succeeded) to bring diversity to some of the business world in the 1980s. It was his path that ultimately helped Christina find her calling with All Star Code.

As she says, "Tech is the engine of job growth and wealth creation... and if we don't have people from diverse backgrounds in tech we face many problems." With All Star Code she is helping to bring some much needed diversity to the world of coding. Over Sancerre provided by ABC Wine Company, we sat with her to discuss the evolution of tech and how it not only can, but desperately needs, to be more diverse in order to avoid a new economic crisis.

Direct download: SIAB_CHalpern_v3.mp3
Category:general -- posted at: 5:03pm EDT

What if the games you played as a kid shaped your eventual career? Dennis Crowley grew up in a family that made everything into a game with the simple goal of adding an element of fun to everyday life. After graduating from Syracuse University he moved to New York where he nurtured his passion for creating, with stints at early tech companies (Jupiter Research, Vindigo) until the first dot com bubble burst. At that time, when it seemed like the fun was over for many in the industry, he set out to find those still passionate about tech and a bit of direction, leading him to the esteemed ITP program at New York University. It was there that he developed his thesis Dodgeball, which would later be purchased by Google, immediately immersing him in the world of big tech and startups. Whether it was a product that was ahead of its time or just lost in a large company without a clear plan, Dennis eventually saw the writing on the wall and painfully walked away from Dodgeball with Google pulling the plug shortly thereafter. Dennis was still convinced that making the mundane fun could be a reality and the ideas behind his grad school thesis were worth another shot. Foursquare was born.

As Foursquare evolved and the social media scene exploded, Dennis found himself at a crossroads. The original intention for the app was there, but user behavior was shifting and the company had to make major changes. Swarm, their most recent endeavor, is now in its second year. Over Keegan’s Mother’s Milk beer, we discuss the decision to pivot the Foursquare brand, the real reason behind it, and how following the path that’s been your guiding force since childhood can pay off in big ways.

Direct download: SIAB_DCrowley_v3.mp3
Category:general -- posted at: 6:55am EDT

Alexandra Klasinski doesn’t play by anybody’s rules. As a Silicon Valley native, she grew up surrounded by technology and thought processes about innovation, but even immersed in the heart of it all, unsurprisingly veered away from the tech path and towards her passions: art, photography and doing the unexpected.. From managing a fast food restaurant to working with high profile comedy writers and eventually with musicians (and a stint in a band herself), she’s let all of her experiences stay true to her idea that every job offers the opportunity to do something new.

While conversing with us over boxed rosé spritzers (what she's coined "the douchebag"), she explained that as the music and arts spaces have evolved to be more digital centric, she has now found her way back into that space. Of course, on her own terms. When working with companies like Lomographic Society International and Edelman didn’t prove to suit her personal growth (the primary focus of all her pursuits) she didn’t let her deter her. Today, she sits very happily at the intersection of art and tech at 20x200 as the Director of Partnerships & Programming where she is able to bring art to the masses in a way that is both special and unique to the artists, especially herself.

To see her (and other great artists') work in action, check out 20x200. And adventures @alexandrak.

Direct download: SIAB_AKlasinski_v3.mp3
Category:general -- posted at: 7:13am EDT

Mark Mangan is the cofounder of Flavorpill Media, a company he started 15 years ago as last ditch attempt to save a failing startup. He took one element of the existing business: an added value email newsletter, which, at the time (and even now) seemed like an impractical way to sustain a business. But, from this (at the time) unique offering of a list curated local, cultural events (with a harsh editorial guideline to maintain authenticity) the company grew to become a leading culture and lifestyle brand. And with every success, they expanded, eventually creating large custom events of their own such as the renowned First Fridays at Guggenheim, as well as expanding to many markets & content types, including noteworthy blog, Flavorwire. As the head of  their innovation lab, Mark won’t let the company rest on its laurels, as he continues to push the envelop to new platforms as media consumption evolves.

This position has not been without its challenges. Over 2 bottles of lambrusco, Mark shared his beginnings -- which actually start with him searching for the net (that’s right, it took a couple months for him to actually find it). Once he did he was scrappy in his approach, building websites which turned to companies, seeing the many successes and failures that can only be seen by someone who was pioneering virtually unchartered territory. The result was a personal realization: that as a founder, often times losing part of your team is more difficult than folding a company. The early insights also inspired his professional approach to begin early dialogue about freedom of speech on the web in a book he coauthored, which was noted by the New York Times as “required reading for anyone interested in free speech in modern society.”

For more from him, don’t go to Twitter (because he doesn’t tweet), but keep an eye on the upcoming innovations from Flavorpill.  

Direct download: SIAB_MMangan_v4.mp3
Category:general -- posted at: 7:09am EDT

As a digital designer, Timoni West’s portfolio started much like many others in the late 1990s: on Geocities. During those early days, when formal design education opportunities and mentorship eluded her, she applied self-motivation and a fearless approach to obstacles which ultimately allowed her to succeed beyond her imagination. With a career that boasts the likes of companies like Flickr and Foursquare, as well as navigating the sometimes frustrating world of freelance, her often unconventional methods have resulted in a career that is as strategic as it is creative.

Over a bottle of Kim Crawford Sauvignon Blanc, we discussed her upcoming endeavor as the principle designer of Unity Labs. There, she will be pushing her collective experience in a new direction into the realms of virtual reality. We look forward to raising our glasses to what comes next!

For more from her, follow @timoni.

Direct download: SIAB_TWest_v3.mp3
Category:general -- posted at: 7:41am EDT

It takes great skill to to be able to write consistently funny jokes on a day-to-day basis. To be able to do that across mediums as audiences adapt and technology evolves is a skill that surpasses the word ‘advanced.’ Over the past 30 years, Fred Graver has leant his talents to a staggering list of extremely popular comedic experiences with diverse voices and few commonalities (apart from their successes). He helped reinvent the format of the talk show with Late Night with David Letterman in the 1980s, the limits of sketch comedy with In Living Color in the 1990s, and how we talk about pop culture in with VH1’s Best Week Ever in the 2000s.

Over magnum sized Diet Cokes, he told us how as the creative lead of TV at Twitter he is able to continue leveraging his skills at adapting the art of storytelling in the TV world and bring it to the masses in an even more meaningful way. However, the stakes now aren’t just ratings: he’s pushing the networks to compete in a real-time global conversation that extends beyond their traditional broadcast comfort zones. All the while, keeping his eye on whatever may be the next big movement in storytelling. Cheers!

Direct download: SIAB_FGraver_v2.mp3
Category:general -- posted at: 8:53am EDT

Stacey Mulcahy is a technologist of the masses who has built her career on “just figuring it out.” As a social worker in Ontario, Canada, her career originated both geographically and professionally far from where she is today. She was drawn to the field, inspired by the teachers in her family who preceded her, and while it was ultimately not for her, she left with the motivation to better the status quo of the people she worked with. However, taking this same altruistic approach to the tech and corporate world has presented an entirely different set of challenges.

Over Moscow Mules, she recounts her upbringing in the digital space: becoming a developer by accidental necessity in order to pick up the slack of her team, transitioning from small to large agencies, and learning at each turn that we’re all better at what we do when we can learn from each other. Now, in her current role as Senior Technical Evangelist for Microsoft (a developer who talks to developers), she is finding the balance of being in a traditionally corporate environment and remaining true to herself as @BitchWhoCodes. However, we learned that it is because of her unconventional, ‘no shits given’ approach to an often disheartening, patriarchal field that makes her one of the right people to further the future of the industry and lead the next generation of tech.

For more, check out @bitchwhocodes and

Direct download: SIAB_SMulcahy_v3.mp3
Category:general -- posted at: 8:59am EDT

Buzz Andersen has a resume which reads like the starting lineup of a tech all-star team, boasting the likes of Apple, Tumblr, and Square. More impressively, however, is his learn-on-the-go attitude which got him in the door of each, starting with his dissatisfaction with the basic computer courses offered in his Colorado high school and the curriculum which was written for him because of it. And as an engineer, he has continued to push the envelop, has honing his skills around iOS development, starting with his iPod transfer app, PodWorks (which started as a means to introduction to Apple), and early Twitter client Birdfeed, all the while enjoying the merits of each.


Over freshly made margaritas with Tres Generaciones tequila, we got a peek behind the curtain of these tech behemoths, who surprisingly share many of the same challenges startups face everyday. It’s because of his experience and consistent chutzpah that lead Buzz on his latest endeavor, now on the agency side, as co-founder of 3 year old Brooklyn Computer Club, a development consultancy agency; appreciating and overcoming the challenges that this new role brings.

To keep up, follow @buzz and check out Brooklyn Computer Club.

Direct download: SIAB_BAnderson_v3.mp3
Category:general -- posted at: 8:18am EDT

Kelly Goldston is a marketer after our own hearts: data-driven to the core, she’s changing the norms in the “fast fashion” space as VP of Marketing at ELOQUII.COM, her dream job. In her arsenal, the power afforded her as a digital retailer partnered with a fan army who, when faced with the potential of ELOQUII closure, petitioned for and ultimately inspired it’s spin off from the Limited brand. The best part? She was one of those fans.


However, as we learned over Roederer Estate Brut, the perfect pairing to her bubbly personality, this happenstance would not have been possible without the career path which precedes it. From a controversial period in sales at early Groupon and ultimately data analysis, she was compelled to further her trajectory to better serve the customers she advocated for. So, with a stint at Amazon’s Quidsi brands, and, to be exact, and an NYU Stern MBA specializing in marketing and business analytics it only seemed natural that she’d end up where she is. All it took was that one customer service call…


For more from Kelly, please see @MsKellyGoldston.

Direct download: SIAB_KGoldston_v4.mp3
Category:general -- posted at: 8:39am EDT

Many of our guests can trace their internet beginnings to one pivotal moment which changed their entire trajectory. For’s Editor in Chief Mark Graham, it was his first search query on Netscape Navigator in 1992: “Björk.” From those humble beginnings and his unparalleled affinity for brands and advertising, he has enjoyed an interesting and varied career riddled with the adventures that growing up in the early dot com era affords. However, in a time when people were trying to figure things out online, he had the added pressure of making that happen from his hometown of Detroit within behemoth companies like Borders and OnStar; this, made all the more complicated while maintaining a secret persona online Uncle Grambo, with his pop culture blog-before-blogs

Suffice to say, when the time came, Mark took a leap and ended up amongst his internet brethren in New York City after a failed attempt to join Best Week Ever ultimately paid off. It was this which lead to leadership positions at VH1Gawker, and now heralding at It’s been quite the journey, for sure, made all the more entertaining while being shared over Bud Lite Strawberitas. (And also our worst hangover to-date!)


For more from Mark, check out the latest at his (legitimized) and his musings at @unclegrambo.

Direct download: SIAB_MGraham_v4.mp3
Category:general -- posted at: 8:14am EDT

Ashley Granata has spent her career bringing her passion for fashion to the forefront of the tech world. As an FIT grad, she lept right in as a buyer for Bloomingdale’s (on the seemingly lowest rung of the web store) and has never looked back. However, it’s been her keen sense of the industry and drive to innovate that she is now working on her second startup in the fashion-tech scene.


Over Fernet Branca, she recounts how the impetus for her first co-founded company, Fashism, began with the idea of by encouraging people to feel comfortable in their own skin by stepping out of their comfort zone and connecting them with others in order to find their unique style. And ultimately that product also encouraged her to do the same, forcing her to step out of her own when finally making the difficult decision to close shop. However, never discouraged, we got a sneak behind the virtual curtain into her latest endeavor as Entrepreneur in Residence at Rothenberg Ventures where she is, further bridging the fashion space into cutting edge VR technology. She continues to  believe that when “you look good, you feel good and that is when you’re at your best” and, what can we say? We’re feeling pretty good about how the future of tech is looking.

For more from her follow: @ashley_jeanne

Direct download: SIAB_AGranata_v3.mp3
Category:general -- posted at: 7:15am EDT

Seth Porges is a jack of all trades; a journalist, tech entrepreneur, TV personality, and semi-professional karaoke enthusiast, who is constantly jumping between media in pursuit of his interests. As a young man he became interested in pursuing a career in journalism with the allure of the perks associated (free movie tickets, anyone?). However, it was after his time at Northwestern when he saw how that field actually does pay off. Upon graduation, he fully entrenched himself into reporting in the budding New York tech scene, which opened the many of the doors he’s entered today.


Now, with a strong writing career behind him, he is able to attribute this immersion to other aspects of his life, particularly his co-founded passion-project-turned-successful-startup Cloth App and added a foray into the TV world. Over Lagavulin scotch, he explained to us that, in his career, it’s all come down to seizing the right moments and timing, and having a signature karaoke move.


Oh, and did we mention he also did this Action Park documentary?!

For more from him, check out @sethporges and download Cloth App.

Direct download: SIAB_SPorges_v5.mp3
Category:general -- posted at: 9:05am EDT

When Alex Tryon finally got her first bonus at American Express, all she wanted to was buy a piece of art by Jock Sturges, her favorite artist. But the gallery world road blocked her and painted her into a virtual corner; thus, the idea for her startup, Artsicle, was born.

However, Alex’s love of art didn’t start at Amex, but rather was inspired while traveling in Europe as a kid. A native Texan, she loved discovering the world that art overseas opened up for her. She then pursued that knowledge, along with the practical study of business communications, at U Penn. Her journey from startup idea to formidable business isn’t what you may expect, but it’s a unique tale that truly embraces love, risk and, ultimately, the culmination of her dream.

To keep up with her, check out @alexistryon.


Direct download: SIAB_ATryon_v3.mp3
Category:general -- posted at: 8:31am EDT

As Creative Director of one of the world’s most well-known and respected news organizations, BBC News, Ulrik Hogrebe definitely has his tasks set out for him. This is true especially when you consider the ever evolving landscape of how news is created, disseminated, and consumed on a daily basis. It’s a position which he found seemingly naturally, by way of many years of education and experience: from brand strategy at E-Types and post-graduate studies at both the Copenhagen Business School and Copenhagen Institute of Interaction Design, he is compelled by a desire to be a part of the “making of things.”

Luckily for us, his background also includes a stint as a bartender; so, over hand-crafted old fashioneds, he filled us in on how his experience has been about raising the bar from a culture of “good enough” to meaningful interactions, knowing when to push pride aside and ask for help, and that the best way to get into something is to just get your hands dirty. His story is a reminder to us that the best way to learn and grow, both for a product and as a person, is by not getting bogged down by formality and tools and to continue to experiment and take risks. 

For more from him, see: @ulle69.

Direct download: SIAB_UHogrebe_v3.mp3
Category:general -- posted at: 7:23am EDT

When Lauren Leto, at age 22, started a blog listing random text messages from her boyfriend and friends, she had no dream or idea that it would immediately turn into the massive success that Texts From Last Night became, and cast a spotlight on her that she never expected or wanted. As a law student at Wayne State with a passion for writing (and actual dreams of becoming the next John Grisham) she didn’t even have ambitions for tech.


However, over glasses of Ridge Geyserville, we learn how this unexpected twist allowed her to rise to the occasion and inspired the next steps of her journey in New York City. Once there, she saw the rise and fall of a company, Bnter, took a short stop as a Hacker-in-Residence at Betaworks, and set the foundations for her forthcoming new endeavor, Listen, all while maintaining a healthy distance from being the “Texts From Last Night girl.” Lauren's path is filled with a lot of hats, some accidental successes, and some hard learned lessons (oh, and a podcast of her own) - a true founder’s story.

For more from her, check out @laurenleto and Judging a Book By it’s Lover.

Direct download: SIAB_LLeto_v6.mp3
Category:general -- posted at: 9:14am EDT

As the founder and CEO-turned-Chairman of Sailthru, Neil Capel has spent many of his days helping brands personalize every interaction they have with consumers. In fact, thinking about these meaningful interactions is something he and his family have been doing in real life for generations as greengrocers in England. Sailthru, however, was his way of offering them at exponential scale while solving the growing complications brands faced as digital evolution was distancing them from their customers.

Ironically, by starting a company to help solve these problems for others, he was presented with a new set of worries: learning the ins, outs and pure mistakes of raising money, the art of using improv in sales meetings, the importance of work-life integration, and ultimately how to truly evolve a company from startup to a fully-functioning corporation.

AND, just before this episode was set to launch, we learned that Neil was experiencing a new set of obstacles; as a follow up discussion, he shared with us his most recent undertaking in replacing himself within the company as he transitioned from CEO to Chairman, making his life all the better.

For more from him, check out @neiljcapel and Sailthru.

Direct download: SIAB_NCapel_v4.mp3
Category:general -- posted at: 7:15am EDT

Aubrey Sabala is a leading marketer in tech, with many major brands who credit part of their success to her time there: Facebook, AOL, Digg, and currently, Google, to name a few. In fact, @Aubs, as she's known to her over 28 thousand Twitter followers, has followed a path over the past 15 years that traces the journey of the internet itself.


But in our conversation over Heitz Cellars cabernet sauvignon, we learn that that’s just scratching the surface. In fact, she cites her love of spreadsheets and the parallels she draws to scientific processes she learned while majoring in Biology and Genetics that have lead her to become the success she is today. And it’s her desire to continue to find unique opportunities for brands to provide exclusive access to the masses which will further her successes in the future.

For more from her, see her website:

Direct download: SIAB_ASabala_v4.mp3
Category:general -- posted at: 6:53am EDT

Kevin Kearney is one of the foremost thought leaders of user experience in the industry. He studied literature and philosophy, but transitioned to a career in UX largely before the discipline existed. Websites were haphazardly assembled with few goals and considerations for the end user. Kevin knew there had to be a better way.  It was after many years of working for big agencies (such as razorfish) and big media companies (such as Hulu) that he became frustrated with the soulless processes and smoke in mirrors of advertising. Together with our host, Dan Maccarone, he was  inspired to try to make it better on his own by founding the agency Hard Candy Shell. In his own words he knows he's "not curing cancer, just trying to make the world suck less". 

Over a bottle of High West Double Rye, we began one of our most personal stories to date. Kevin shared the fundamental pieces important to user experience: caring about people and checking one’s ego at the door; a compassion that will continue to better the internet as we know it. 

Direct download: SIAB_KKearney_final.mp3
Category:general -- posted at: 12:43am EDT

In the digital universe, Allison Mooney plays a role which is rare and invaluable in what makes and breaks a product’s success; in identifying trends, she has her finger on the pulse of how people are engaging, which is often an undervalued piece of the industry. But this isn't new territory for her.

In fact, it was early in her career at Details magazine where she began to see the writing on the wall: recognizing how important the Web would be for content and finding early insights in the significance of mobile. It was that keen awareness which lead her to become the Head of Trends for Google and editor-in-chief of Think with Google, where she currently preaches what she practices: letting digital and data be the heart and start of what comes next for products and brands alike (versus being the last minute add on or falling by the wayside entirely).

As such, and as the co-host of the BCC party, one of NYC Tech's most attended monthly gatherings, Alli has established herself as a consistently important and friendly voice in the industry. Cheers to that!

Check out @allimooney for more of what she’s up to.

Direct download: SIAB_AMooney_v3.mp3
Category:general -- posted at: 2:09am EDT

Jonathan Basker has spent his career becoming an expert in people. As a self-described “dork” in his early years growing up in sleepy Issaquah, WA (fun fact: where Harry and the Hendersons was filmed) and majoring in poetry in University of Washington, it is certainly an unexpected career trajectory. However, with a life that has been split between traveling the world and helping growing companies like Betaworks, Etsy, and BarkBox find the right teams, he's studied humans in myriad cultures; learning lessons along the way which are  applicable to startups and individuals alike.


In this episode we hear how all of this knowledge lead him to eventually found a company of his own, his newest venture, Basker & Co, as well as the critical lessons he has learned along the way in company culture, leadership and how to hire and grow companies successfully. And, as you listen, you may notice some stronger than normal language due to the excessive amount of WhistlePig Rye ...and Porkslap consumed.

For more words of wisdom, see @basker tweets.

Direct download: SIAB_JBasker_v6.mp3
Category:general -- posted at: 12:35pm EDT


Kate Lee is a Senior Editor at; a role which is the perfect culmination of the career path that precedes it. After graduating from the University of Pennsylvania, she started her career as a reporter for US Weekly. However, at a time when the internet had not yet entrenched the magazine world, Kate still turned to it, and the early world of blogs for inspiration. It was in her next job, as a literary assistant-turned-agent at International Creative Management, that this inspiration turned into much more; a niche offering which Kate found a competitive edge while helping to actualize the true potential of some of the prominent voices of the budding digital landscape. However, as the internet grew, what once was the source of her success eventually became her biggest obstacle. When ebooks and Amazon shook that world, Kate made the leap from a 10 year career for something new.


After spending some time consulting and soul searching (and a period of daily afternoon naps), she ultimately found her place at Medium where her current role allows her to continue to give prominent people the opportunity to share their point of view with a global audience. While the entirety of her career was not spent with a digital focus, it was certainly a major influence; one which she is continuing to learn about and directly impact with her gift of finding the industries boldest voices.

To see her in action, check out or holler at @katelaurielee.

Direct download: SIAB_KLee_v3.mp3
Category:general -- posted at: 11:24am EDT

Lockhart Steele has spent his life taking a revolutionary approach to publishing. Even as an eight year old, his passion was well established as he spent his free time breaking local school news stories (by way of a typewriter and photocopier) with two of his friends. However, without many options to explore an academic career in journalism, he majored in history at Brown University, but quickly found his way back to writing when he accepted a position writing for a trade magazine in New York City. From there, the rest is history.

According to him, his career path was not very cohesive, but as we discussed over chilled rose (a bold move for the cooler season), we realized that all of his experiences culminate in such a way which has lead to the success he celebrates today. From breaking boundaries and formats at Gawker, a successful self-published-turned-professionally-published book about jam band Phish (the Pharmer’s Almanac), attempting & failing at his own startup, and ultimately committing to his vision with Curbed - he’s continued to exceed the limitations of the status quo in business, publishing, and writing. Today, after a successful acquisition of his company by Vox, he continues to press his team onward, encouraging them to do the same as the Editorial Director. After all, he attributes much of his progress to the people - the investors, mentors, partners, and teams - who have steered him in key moments of his career and ultimately, whose collaboration have created that “secret sauce” which is so important to the evolutions of innovative products.

Check out @lock and to follow what he’s working on next.

Direct download: SIAB_LSteele_v3.mp3
Category:general -- posted at: 7:10am EDT

Katie Welch is the Executive Vice President of Global Brands at Weber Shandwick which is a hefty title and even more hefty responsibility. As a self-described steward of brands, she is responsible for how major companies communicate with their customers on a daily basis. This role requires both a strategic and creative mind, as well as a sound awareness of all of the intricacies of consumer engagement in this fast-evolving space; skills Katie has sharpened over her years of experience both in and outside of the Public Relations field.

Over Absolut Elyx, she shared her path to getting here: beginning with an English degree from Denison University and a passion for fashion & beauty leading to a stint as an intern in the publishing world at Hearst’s Marie Claire. It was this foundation which inspired her to ultimately throw the Hail Mary pass to try to make it in New York and the PR world. However, after many challenges and strategic career moves, time in Chicago and back in New York, and at companies like Macy’s, Victoria’s Secret, and Bliss Spas before returning for her third (yes, third) role at Weber Shandwick -- she learned and continues to remind herself of the importance of the details and her advice that is invaluable to anyone in the product world.

For more from Katie, tweet at @KatieWelch.

Direct download: SIAB_KWelch_final.mp3
Category:general -- posted at: 6:38am EDT

While it creates exceptional opportunities for growth, one of the biggest challenges in tech is helping older media embrace them, especially TV. Enter Gavin Purcell. As Producer of the Emmy-winning team behind the Tonight Show starring Jimmy Fallon, and before that, Late Night, bringing innovation and maintaining relevance across platforms is a charge he continues to lead. In fact, he and Jimmy have created their own company to ensure that they are able to create digital products - websites and apps - which help bring the show to the forefront of viewers, beyond its nightly airing.


This is certainly not bad for someone who never planned on getting into TV, or tech for that matter, and started his career as a production assistant at the National Enquirer. Over Greenhook Gin from Brooklyn, Gavin shares his incredible story; growing up in Seattle as a “fat kid” who loved video games, he attributes his success to a series of hits and misses - spending time teaching English in Korea, being rejected from grad school, becoming a PA in Hollywood, all the while maintaining the importance of initiative and hard work (even when it comes to cleaning a television studio’s fridge). It’s because of this work ethic, forward-thinking and creative edge, that he has become a pioneer for the integration of tech in the TV world (and vice versa), realizing his “dream job” at G4's Attack of the Show and now at NBC's Tonight Show. Bravo!


For more of his musings, check out @gavinpurcell on Twitter and, of course, see the Tonight Show starring Jimmy Fallon weeknights (or, y’know, the internet for the epic clips).

Direct download: SIAB_GPurcel_final.mp3
Category:general -- posted at: 9:16am EDT

Lara Crystal is a founder amongst founders, and frankly, our hero. As one of the brains behind Minibar, she is bridging the gap of all things hot in tech startups at the moment -- mobile, on demand services ... and alcohol. That’s right, Minibar is a platform she developed alongside her partner, another former Wharton grad, to help connect users with their local liquor stores to help solve for the intimidating experience of going in person and the convenience of having booze delivered to your doorstep in under an hour. At just over a year old, Laura is utilizing app data and her previous experience in marketing and fashion to help take the company to the next level.


Over a couple glasses of sauvignon blanc, we learned how her path, while in seemingly  unrelated fields, has positioned her for this leap into the industry. As an undergrad at Cornell University majoring in business, she had no sights on tech, but instead began her career where most people would like to end it, focusing on retirement (as an Actuary, at least). Fortunately for us, this path was short lived and inspired her to make an about-face to pursue a path of building and making things for herself. From there, she spent many years in the fashion industry, working with brands like Coach, Chanel and Cole Haan (with a brief stint at business school), but ultimately landed as one of the first hires at Rent the Runway. It was there that she learned while building her first product just how much she could accomplish, and eventually inspired her take her own advice to budding entrepreneurs with an idea: “believe in it and believe it’s gonna work.”

We’ll drink to that.

Direct download: SIAB_LCrystal_v2.mp3
Category:general -- posted at: 7:39am EDT

Rafat Ali is best known for his coverage of the New York tech scene -- which he’d done since the dot-com boom went bust. However, what’s amazing is that he began his working life as a computer engineer, pre-internet in India and found his way into the industry at large by way of a Masters Degree from Indiana University and a personal blog. It’s because of these experiences that he found himself humbly rising the ranks during a tumultuous time at the frenzied start up, and finally made his way to covering the industry itself with Jason Calacanis's Silicon Alley Reporter (just as it's own print publication went bust). Eventually, and seemingly accidentally, he turned his side project, (terrible name and all), into a must-have for media professionals before even more accidentally turning that into a surprising and swift exit. His experience sums up the evolution of New York new media.


Now as the CEO & Found of his latest project, Skift, Rafat is using the knowledge he's gained along the way to create a truly profitable journalism product that covers the biggest industry in the world - travel - from a b2b perspective. We’ve learned that years in, Skift is in the black and has three equal revenue streams that give Rafat and his team the runway to build the company that works the way they want it to in a way that benefits both users and advertisers alike. Cheers!

For more from him, follow @Rafat.

Direct download: SIAB_RAli_final.mp3
Category:general -- posted at: 7:21am EDT

As we’ve learned about the tech industry thus far, the road to success is usually unpaved. This week we learn that becoming a VC is not dissimilar. Ellie Wheeler is a principal at Greycroft Partners, where she is a seed investor and has been investing in the tech industry for almost four years. However, getting here was not an easy or clear path, in fact, one that she didn’t even know existed. What it took was dropping out of medical school, balancing the world of Private Equity and major corporate M&A, a business school degree and exposure to the startup world filtered through Chris Sacca. Her story is a meticulous experience of writing and rewriting checklists that have helped her get to whatever next step she needed to make.


Over a couple glasses of xx Pinot Noir, Ellie shared with us the method to her madness; how in her experience, she has been able to develop a set of standards and keys for success for any startup in this industry, as well as a list of red flags. This, of course, is critical to her as an investor, as she has her finger on the pulse of business and sees trends come and go every six months. And this, of course, is critical to anyone in the early stages of the tech industry -- as founders and investors -- who are looking to be meticulous in their next steps as well.

For more insights, check out @Ellie on Twitter.

Direct download: SIAB_EWheeler_final.mp3
Category:general -- posted at: 4:24am EDT

Early in his career, David Kassan lead a double life: interactive art director by day and painter by night. While designing and quickly rising through the ranks of one of the world's largest consulting companies, iXL, and later at an indie music startup during dot-com 1.0, he was simply “paying the bills.” It was when things went awry in the dot com burst, that David made the bold move to pursue his passion and threw his whole effort into painting professionally. He has never looked back. Fortunately, he did so with a solid foundation; an innate artistic ability, a fine art background from Syracuse University, and gallery representation at a major Chelsea gallery starting at age 21. It was this catalyst which lead to an unpredictable career path.


Over a couple Sixpoint beers we learned that since then, technology has followed David. From early iPad innovation and real-time painting videos helping him achieve temporary internet fame, to launching his own revolutionary design for the Palette on Kickstarter, to the interconnectedness the internet has afforded the art world, the surprising lessons David draws from his time in tech, how it impacted his painting and vice versa remain valid today for all visual, UX and product designers alike. And, of course, his position on the age old debate -- is product design art?

Check out David’s work here or give him a shout on Twitter at @DavidKassin.

Direct download: SIAB_DKasan_final.mp3
Category:general -- posted at: 4:36am EDT

Spoiler alert: Caroline McCarthy ended up in tech despite her best efforts to avoid it. It’s true. After sitting down over Pine Barrens whiskey she shared her story of having an innate interest in tech, but after experiencing the isolating and stereotyping that comes with being “that kid” in school, repressed it in favor of just about anything. Not without accolades, of course, this Princeton University graduate (with a degree in the History of Science - what?) and champion rower, found herself without real direction upon graduation. In an effort to pursue her lifelong interest in writing, she entered the working world as a journalist for CNET, covering the budding tech startup scene in New York City. And that was when the gig was up and she was catapulted back into the world she could no longer actively avoid.


Years later her career boasts more than her long standing tech journalism career, but a tech marketing gig at Google, as well, working on projects like Google+. However, after seeing how the industry works on both of these, often very opposing sides, she has decided to join a “startup like” company where she is able to make lasting change. These days you can find Caroline fighting the good fight as  the Vice President of Content & Communications at True[X], where she is helping to help pioneer the future of media and call out the too old smoke-and-mirror games played by the digital display world… and trying to solve for what comes next.

For more from Caroline (and, at the very least, cute photos of her cat Caterpillar): @caro

Direct download: SIAB_CMcarthy_final.mp3
Category:general -- posted at: 6:40pm EDT

One of the biggest, and often overlooked, challenges in product and brand building is that of identifying your audience, but beyond that, is reaching that audience. As technology advances and “touch points” are exponentially increasing, as consumers become more savvy, and as companies are being held accountable for their communications, the ecosystem only becomes more and more complex. This week we had the great pleasure of meeting with media strategy extraordinaire, Connections Associate Director at MediaVest, Chris O’Leary, who broke it down for us; how to derive the best value for your advertising budget, the difficulty of measuring against new technologies (::cough cough:: mobile) and the benefit of new platforms, and how we’re poised, more than ever, to actually fulfill those “personas” of advertising yore.

Over beer selections from Westbrook (One Claw and White Thai), Chris explained his path to media expertise; how studies at Ithaca College in Television-Radio/Media Management and his early desire to become a journalist (met with a harsh job market) turned to a career in media. With experiences spanning from a 40 person agency in Burlington, Vermont to 9-figure budgets in New York City, he has sharpened his mind to determine the best way to communicate a brand’s message to the right audience in the right place at the right time. And, of course, marrying that experience to his love of craft beer, leading to the establishment of Brew York (bringing all things craft beer to the masses of New York). But, truly, what chops would he have if he didn’t seize the perfect moment at the intersection of media and technology to have the ultimate viral selfie.

For all things beer and media (not necessarily in order of importance), see @ohhleary.

Direct download: SIAB_COleary_v3.mp3
Category:general -- posted at: 9:04am EDT

Caroline Waxler

It’s our opinion that the best entrepreneurs, very simply, are greater than the sum of their experiences, and have found the best ways to extract value from each. Case in point: Caroline Waxler. In her career, Caroline has spanned many industries and roles, starting in the mailroom at Newsweek and using it as a springboard, she ultimately rose through the ranks of the publishing world, working for titles like Forbes and Cosmo. However, she didn’t stop there, and expanded her horizons, both physically and professionally, by moving across the country, she ultimately established herself as a “name” in the freelance writing world. Since then, her writing has transcended the traditional publishing route and has manifested in the form of several highly acclaimed books (see: “Stocking up on Sin”) and successful comedy shows (see: Best Week Ever). But when that wasn’t enough, Caroline joined LearnVest at the ground floor, which is where a spark ignited and she was inspired to create something of her own.

So when Caroline joined us for a custom, Story in a Bottle concoction of Sauvingon Blanc, bitters, soda, and fresh orange juice, (henceforth, the Waxler), she shared with us how creative callings rarely follow direct paths. It’s this pursuit and culmination of experiences which has lead Caroline to be the very capable Founder of Harkness Hall, a conference programming and digital strategy company based in NYC and has helped companies including Google, Forbes, Condé Nast, and Advertising Age program their brilliant live events. (And we couldn’t think of someone with a more qualified background to do it -- no joke.)

For more from her, holler at @cwaxler.

Direct download: SIAB_CWaxler_v3.mp3
Category:general -- posted at: 7:49am EDT

In the ecosystem of the startup and tech world, VCs play a vital role to keep the community vital and flourishing; with the ability to coach along the best and brightest into the future, they help to cultivate innovation in many ways. Amongst them, Steve Schlafman is a natural leader. Steve is a Principal at RRE Ventures, focusing on early stage companies in mobile services, hardware, and marketplaces and what he brings to the table is a level of experience and business savvy that is truly impressive.


Steve joined us for a trio of tripels** and helped us dissect this often elusive piece of the business. From his seemingly accidental path into the investing world by way of a love of Nintendo as a kid, to Northeastern University (with an amazing co op program which encourages students to have real world experience while studying), to a stint with Microsoft and the New England Patriots, and eventually getting his foot in the door at Lerer Ventures, he has been able to refine his knack for successful business ventures and worthy founders. He explained to us why sometimes even the best ideas get passed over for 2 rounds of funding only to ultimately receive his support and what makes a standout founder in this day and age. If you are in any stage of raising, consulting, or pursuing a portfolio of your own, his is a perspective worth investing in.


For more from Steve, consult @schlaf on Twitter and check out his Guide to NYC Tech and Raising a Seed Capital.

**Allagash, St. Bernardus, and Westmalle Trappist

Direct download: SIAB_SSchlafman_final.mp3
Category:general -- posted at: 11:34pm EDT

Christina Wallace is a tried-and-true “jack of all trades.” A self-prescribed generalist, she’s made the successful leap through many different industries and roles; from degrees in mathematics and theater from Emory, to “diva management” at the opera, to Harvard Business School and founding her first company, Quincy. And while her path was winding, it’s very much by design. Refusing to focus, she’s set out to “do” all of the things she loves, drawing parallels where they exist, which have ultimately culminated as her dream job as the Founding Director of BridgeUp: STEM, a new educational initiative at the American Museum of Natural History focused on introducing girls and minorities to computer science.


But no great story is without its challenges. Over whiskey gingers, Christina gave her candid account of how to make it work and what she did when it didn’t (like at a $1MM company that was failing, for example). She reminds us to be resilient, what REAL networking is, and proof of the power of the Violence of Articulation. And through her efforts, she continues to inspire us that the future of tech is a bright one.


For more on BridgeUp: STEM, which has it’s first cohort of new after-schoolers starting this month, see:

And, of course, hit up @cmwalla. Tell her we sent you.

Direct download: SIAB_CWallace_final.mp3
Category:general -- posted at: 10:10pm EDT

Matt Lee is currently a Senior Usability Researcher for, but in his remarkable career, he has played many other roles: a Business Administration graduate, a field researcher representing companies like Cannon… and Vicodin, a Usability Engineer for the first Xbox live and Amazon, and User Researcher Manager at Zappos. More than that, however, he is a true advocate for the betterment of the internet, championing the important learnings he has acquired about user behaviors and bringing them to the forefront of each product he’s worked on.


In this episode, we sit with him over a bottle of Hibiki (a Japanese Suntory Scotch) and we hear his story; the good, the bad, and the very very awkward moments that come along with user research. What we learned, is how the digital world is changing; from people not knowing how a mouse works (seriously) to the exponential growth from products to devices and how data can and should be at the core of all innovation. He maintains that more than ever before  “it’s less about getting from A to B.” So, if you’re building a new product or growing an existing one -- you’ll certainly want to hear this.

And if you want even more from him, hit him up @mleeconsulting.

Direct download: SIAB_MLee_final.mp3
Category:general -- posted at: 6:26am EDT

Lindsay Kaplan

This week is another first for Story in a Bottle; for the first time we are hearing the point of view of the arguably unfairly named redheaded stepchild of the internet, social media. (We’ll pause while you process that.) But seriously, who better to represent it than one of the internet’s most beloved redheads, Lindsay Kaplan?


Lindsay joined us for Glenmorangie scotch and shared her experience of growing into the world of social media and communications. She started by way of an English Philosophy and Creative Writing Degree from Brandeis and dreamt of a future in editorial writing. However, a chance interview steered her in another direction and she never looked back. Since then, for better or worse (and we’ll say better), she’s had a host of publishing and PR jobs, including becoming the first Social Media Manager for ELLE. Through the challenges of being on the forefront of social and having to continually prove herself as a worthy seat at the table, Lindsay has certainly triumphed and has invaluable advice to share with the very much lagging industry. After all, it’s this insight and being headstrong that brought her to her current role as VP of Communications at Casper, a sleep startup. We learned so much from our conversation with Lindsay and hope you do too.

For more from her, check out @lindsaykap and @Casper.

Direct download: SIAB_-_Lindsay_Kaplan_v5.mp3
Category:general -- posted at: 3:44am EDT

Last week we met with Steve Martocci and heard about the challenges of being a first time founder in the early stages of a tech startup. This week, he continues his story (as he and Dan finish the bottle Angel’s Envy bourbon) about the evolution of GroupMe from $850K to $10MM and what that growth meant. This is when it gets real.


He walks us through their growth, utilizing groundbreaking PR tactics at SXSW, to raising vs. partnership conversations with major players in the space, and finally becoming one of New York tech’s biggest exits to-date (and life beyond that acquisition). Steve’s candid account offers invaluable advice for investors and founders alike, and moreover, insight into the very nuanced and complicated realm of the startup world. (We’ll drink to that.)

For more from Steve, holler @smart and see his newest product Splice.

Direct download: SIAB_SteveMartocci_pt2_final.mp3
Category:general -- posted at: 12:31am EDT

Steve Martocci is the co-founder of Splice, a technology platform for music creators which streamlines the fragmented process of creating and sharing music, freeing musicians to spend their time and energy on the creative process. Previously he was a co-founder of GroupMe, a group messaging service that in August 2011 was acquired by Skype, which was subsequently acquired by Microsoft in October 2011. Prior to GroupMe, Steve was a lead software engineer at Gilt Groupe and founded Sympact Technologies and

However, it was over Angel’s Envy bourbon that we learned that Steve’s success can really be attributed to the breakup of Phish. Of course, he had all of the accolades to garner a successful career, Steve graduated from Carnegie Mellon University in 2004 with a B.S. in Information Systems, and has had a string of high profile tech jobs with amazing collaborators which give him his business-savvy and tech know-how. However, it was his love of music that has motivated him and remains a constant thread across his  career.

In part one of our (first ever!) two-part story we learn a lot about those early days in his career and the catalysts that set his trajectory toward the tech superstar we know today.

Direct download: SIAB_SteveMartocci_final.mp3
Category:general -- posted at: 11:48pm EDT