Naturally, with both of us founding companies/entities with ‘Boston’ in their headlines, we talked a lot about the Boston startup scene and Chase’s experience in it. Do Boston startups need more PR and attention nationally? We also take a look at that.
Our wide-ranging conversation hits on where he got his start as a founder, how he grew Streetwise/BostInno, what he’s up to with VentureApp and his views on the current Boston startup scene.
Specifically, we hit on:
- How his entrepreneur journey started Christmas Day 2005 and what his first founder experience with CampusWord was like.
- How he learned to scale with Streetwise and the flagship local publication – BostInno in 2008.
- His strategy with local news and how it differed from AOL Patch and the similarities with Buzzfeed’s tactics.
- If his job changed when Streetwise was acquired by American City Business Journals in 2012.
- What happened to the BostInno Beat weekly videos, and why we’re not seeing him take shots at Scott Kirsner and Justin Bieber anymore.
- How he got started on VentureApp with Boris and Jared from DailyBreak
- Why he sees VentureApp as an expansion/evolution of his efforts with BostInno and Streetwise to create a better network/platform for startup communities.
- The current funding situation for early stage startups in Boston and across the country.
- The worst live guest on BostInno Beat.
- The Consumer startup in Boston he’s most excited about right now.
- The B2B startup that isn’t VentureApp he’s most excited about right now.
- If he’s team DraftKings or FanDuel, and team Andreessen or Sacca.