

Episode 229 - Ten Years, Ten Lessons: Scaling with Grit, Focus, and Reinvention
Aug 8, 2025
Josh Maramont, founder of Blue Orange Digital and a veteran in data and AI services, shares a decade’s worth of entrepreneurial wisdom. He emphasizes grit and perseverance as pivotal to success, often outweighing natural talent. Maramont also discusses the significance of financial management and maintaining cash flow for survival and growth. He warns against burnout and the pitfalls of comparison, advocating for self-care and continuous reinvention. Additionally, he introduces meta-learning techniques to help entrepreneurs effectively navigate their journey.
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Survive Before You Scale
- Prioritize keeping the business alive by focusing on cash and payroll first.
- Do whatever it takes short-term to preserve continuity so you can pursue growth later.
Founder Moves To Keep Payroll Going
- Josh describes flying overnight between coasts to move money and cover payroll in early crises.
- He also recounts personally injecting cash to ensure payroll and business continuity.
Grit Beats Brilliance
- Persistence often outperforms raw talent in founder outcomes.
- Grit creates luck by pushing you through hard, repetitive work toward success.