Life After the Exit: Alex Adelman, Founder of Lolli
What really happens after you sell your first company? For some, it’s the finish line. For others, like Alex Adelman, it’s just the beginning of a bolder journey.
Join us for an exclusive fireside chat with Alex Adelman, the founder of Lolli—a rewards platform that lets people earn Bitcoin when they shop. Before launching Lolli, Alex successfully exited his first startup, Cosmic, after it was acquired by PopSugar and later by Rakuten. Now, he’s building his second venture into a breakout success, with Lolli having raised over $28 million to date from top investors.
In this candid conversation, Alex shares what it's really like to start over—with more experience, higher stakes, and a sharper vision. From navigating post-exit identity shifts to building a Series B business in one of the most volatile markets—this session is packed with wisdom, real stories, and powerful takeaways.
What You’ll Learn:
- The emotional and strategic transition from exit to new venture
- Fundraising as a second-time founder—what changes, what doesn’t
- How to hire and lead differently the second time around
- Why Alex chose to build in the Bitcoin space—and how he sees the future
- Lessons in resilience, product-market fit, and scaling from scratch (again)
Whether you're a first-time founder eyeing an exit, an operator plotting your next move, or an investor looking to back experienced builders—this is a rare opportunity to hear from someone who’s been through the cycle and chose to build again, bigger and better.
Agenda:
Arrival: 6:00 – 6:30 PM
The Talk: 6:30 – 7:15 PM
Q&A: 7:15 - 7:30 PM
Networking: 7:30-8:00 PM