CarGurus Founder/CEO Langley Steinert

CarGurus is an automotive shopping website that uses data, technology, and community to help consumers find the best car deals from the best-rated car dealers. Founded in 2007 by Langley Steinert (also a co-founder of TripAdvisor), the company has grown to become the #1 most visited car shopping site in the US. CarGurus employs 250 at its Cambridge-MA headquarters and will open its first international office in Dublin in June, which will serve as a hub for the company’s European expansion. Watch this video and learn how Langley has quietly built two of the most successful consumer businesses in Boston, how lessons learned co-founding TripAdvisor shaped CarGurus, and other lessons you can apply to your startup.

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SimpliSafe Founder/CEO Chad Laurans

SimpliSafe makes it easy for anyone to install a security system in their home or apartment with no technician required. An inexpensive monthly SaaS fee replaces long-term contracts. In short, SimpliSafe offers all the protection of a traditional security system with none of the problems, so it’s no surprise that SimpliSafe was #119 on the Inc 500 and recently raised $57M from Sequoia Capital.

Watch this video and learn how Chad has quietly built one of the most successful consumer businesses in Boston, how unconventional advertising on Marc Maron’s podcast and talk radio helped the company grow, and other lessons you can apply to your startup.

Drift Co-founder/CEO David Cancel

David Cancel is a five-time entrepreneur, two-time CEO, angel investor, and currently the CEO at Drift, a messaging app that makes it easier for businesses to talk to their customers. Prior to Drift, David was at HubSpot where he served as Chief Product Officer after HubSpot acquired his last company, Performable.

Join us to learn about David’s experience as a serial entrepreneur, lessons from his five times as a founder, how he rebuilt the product team at HubSpot to help fuel their rocketship ride, and other learnings you can apply to your startup.