Today's founder had everything going for him: a huge market, loads of experience, and $70k in monthly revenue. But then, everything went wrong. Christopher Hussain's startup, RealKey, is supposed to make the complicated mortgage lending process simpler, but his pitch left our investors scratching their heads.
Today's investors are Sarah Downey, Michael Hyatt ... Show More
Mar 2026
#182 LIVE in NYC: 3 Startups, 3 Investors, 15 Minutes to Invest
Live from New York, it's... The Pitch! Uche AI, greenIRR, and Wiggle Room were given just 15 minutes to pitch at the SEEN Summit hosted by Visible Hands. But is 15 minutes enough time to secure our first ever investment on a live show? This is The Pitch for Uche AI, greenIRR, and ... Show More
1h 3m
Mar 2026
#181 ROOK: The VC Vibe Check
Marco Benitez moved his family to the US to build Rook, an API for wearables. But when a familiar face shows up in The Pitch Room, he learns just how much vibes matter in venture. This is The Pitch for Rook. Featuring investors Elizabeth Yin, Jesse Middleton, Laura Lucas, and Mik ... Show More
52m 35s
Aug 2024
You'll Wish You Dreamed Up These Ideas
Negotiations can be tricky, with investors typically digging into the weeds of every tiny facet of a business, from sales traction to overhead costs to team member qualifications. But this week, our board asked some unexpected questions that rattled contestants down to their core ... Show More
24m 59s
Aug 2025
A $150M Ride: Private Equity, Planes, & a $1M Butt Tattoo
Thinking about selling your company? 24 founders told us what really happens after the wire hits. — joinhampton.com/exit-reportChuck Yates rode the wildest wealth rollercoaster: $150M up, $82K down, now back at $20M. In oil & gas private equity, he made (and lost) fortunes and ne ... Show More
40m 19s
Jan 2020
Inside Angel Funding: Fundamental Science, and Finding the Right Investor for You
The 2019 Angel of the Year in the U.K., Sunil Shah from o2h Ventures, joins Richard Howard to discuss the realities of running and growing a business from scratch (it’s not what they teach you in business school); why first-time entrepreneurs in the biotech and therapeutics space ... Show More
22m 36s