Ryan Sheckler: I Could Have Done More with That Million | Forward Progress
Podcast: In Depth With Graham BensingerPublished On: Thu Oct 23 2025
Description: Skateboarding and reality TV star Ryan Sheckler reflects on his evolving relationship with money, including earning his first $100K before he could drive and “wasting” more than $1M with material things like bottle service, penthouse suites and private jet flights. Sheckler also talks of current business interests, including Sandlot Times, Palm Springs Surf Club and a potential deal involving a chain of tattoo shops.
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