Jamal "Monster Mash" Mashburn played 12 years in the NBA and was an All-Star who averaged 19 points over his career. In his post-NBA life, Jamal has built an impressive portfolio of investments that include restaurants, car dealerships, hospitality, waste management and transportation.  In this episode, Jake and Jamal discuss: Jamal's operating portfolio Finding jockey's for businesses Jamal invests in Developing a growth mindset Underwriting, acquiring, and exiting businesses Connect & Invest with Jake: Follow Jake on Twitter: https://twitter.com/jwurzak Take the Hospitality Investing Masterclass: https://learn.jakewurzak.com/ Learn How to Invest with DoveHill: https://bit.ly/3yg8Pwo    Links: Jamal on Twitter Topics: (00:02:14) Jamal’s first inklings for entrepreneurship, playing in the NBA, and operating portfolio today (00:13:54) Doing a deal with Outback Steakhouse (00:16:28) Finding a great Jockey of a business and being part of the foundation of an investment (00:20:42) Developing a growth mindset (00:34:55) Choosing Kentucky for college (00:38:12) What are some of your major insights in your career post-NBA? (00:44:04) How do you communicate that you don’t know everything without feeling pushed around? (00:47:51) What have you learned from operating over multiple business cycles? (00:51:17) Finding success in the car business (01:00:29) How do you think about exiting a business? (01:04:23) How difficult has it been with labor in some of these businesses? (01:10:28) How do you keep a pulse on all of the businesses you’re involved in? (01:15:03) How do you underwrite a small business? (01:22:43) Are there any niche sports teams or industries that would be interesting to acquire? (01:32:51) What is your favorite hotel?