One of the best things about the world of technology is that you can end up in it having come from any direction. The most successful founders, venture capitalists, designers, etc. have fascinating stories behind their success, and every week Charming Robot‘s Dan Maccarone sits down over our guest’s favorite cocktail, wine or beer to hear where they came from and what they’ve learned along the way.
Chris Messina says he has lived a life “peppered with serendipity.” A native New Englander, he’s also lived a life that truly embodies the spirit of the internet - a place where everyone has an equal…
There comes a time when a person struggles with the “What If” moment in their life and/or career. For Alexandra Cavoulacos, that fork in the road came when she had to decide between continuing down t…
The medical industry, while growing and innovating all the time, appears to be stuck in the past; often leaving patients needing something more user friendly. Jay Parkinson, MD, is trying to rethink …
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 p…
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 …
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 endorse…
“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 Father…
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 translat…
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 w…
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…
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, basin…
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…
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 …
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 …
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.
Gro…
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 spla…
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 lif…
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,…
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…
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…