This is the $200M deal no one saw coming. Dan Porter was days from bankruptcy when a side project, Draw My Thing, became the #1 game in the world. Six weeks later, he sold his company for $200M. Then he did it again — founding Overtime, now valued at half a billion. This is how he changed his life in 12 months… and built a media empire from scratch.

Shamus Madan: 📩 Join The Dealroom: https://dealroompodcast.com/subscribe 🐦 Follow the host: https://x.com/shamusmadan

Dan Porter 📱Check out Overtime: https://overtime.tv 🐦 Follow the guest: https://www.linkedin.com/in/danporter

(0:00) Introduction to Dan Porter (0:31) The success of Draw My Thing and entrepreneurial traits (0:58) Sponsor message (1:14) Selling a $200M company and user retention strategies (7:04) Balancing user experience with retention (9:33) Selling a business in six weeks (16:28) Changing your life's trajectory in a year (21:13) The power of storytelling in interviews and business (22:29) Employee rewards post-sale (23:33) Rehiring and giving back to employees (25:36) Lessons from industry icons (29:05) Professional sports league meetings insights (32:49) The art of storytelling and avoiding MBA hires (38:08) Life and negotiation advice (41:35) Reflecting on past choices and future aspirations (43:33) Networking and the value of authenticity (46:14) Closing remarks and sponsor mention