Episode 359 of The VentureFizz Podcast features Matt Douglas, Founder & CEO of Sincere.

Boston has this legacy reputation that you can’t build consumer companies in the area, yet there are so many great companies that have scaled like Wayfair, DraftKings, iRobot, SimpliSafe, and so… so… many more. Plus, don’t get me started on how many brands, especially footwear, are located here.

Anyway, Sincere is another example of a great consumer company at scale. It is highly likely that you’ve used one of their products like Punchbowl to plan a party, Timehop to relive past memories, or Memento, where you can collect and preserve memories together for a group video or photo album.

Sincere’s latest brand is Lovebird, a new platform for the wedding industry which is taking on The Knot and other outdated incumbents and as highlighted in this interview with Matt, there will be more coming from Sincere.

In this podcast, we cover:

* A discussion around the legacy of an entrepreneur and what led Matt down the path of starting a corporate foundation at Sincere for charitable initiatives.

* Matt’s background story, growing up with 5 brothers and how he started his entrepreneurial roots early on.

* Getting his career started and how he became the youngest Product Manager at Adobe.

* His brushes with tech luminaries like Steve Jobs, Bill Gates, Mark Zuckerberg, Alexis Ohanian, Justin Kan, and Dharmesh Shah.

* The background story of Punchbowl and the three key characteristics he used for building a business.

* Why the expansion into the wedding market with Lovebird made sense for the company and how they are differentiating themselves from the competitors.

* Matt’s philosophy around buying premium domains and a hint about his best 5 letter domain that is not even live yet.

* And so much more.