Jason Criddle, Investor, Entrepreneur, & Best-Selling Author | Biz To Biz Podcast

18 Apr 2025 · 46 min
B2B Vault: The Biz To Biz Podcast

18 Apr 2025 · 46 min

0:00

In this episode of the Biz to Biz Podcast, host Allen Kopelman interviews entrepreneur, investor and best‑selling author Jason Criddle. The conversation weaves through Criddle’s personal branding (the tie‑free shirt story), how his payment‑processing company Nationwide Payment Systems pivoted during COVID‑19 by shifting from affiliate marketing to a side‑hustle‑focused invoicing platform (Smarter Commerce), and the books that shaped his entrepreneurial mindset (The 4‑Hour Workweek, Think Big and Kick Ass). They discuss practical challenges for small‑to‑medium businesses: hiring the first employee, avoiding micromanagement, leveraging mentorship and long‑term networking, and the importance of trade‑skill education versus traditional college routes. The dialogue turns to AI tools—ChatGPT for contract review, AI‑driven SEO, and video‑editing automation—as time‑sav‑ers that can scale businesses. Criddle and Kopelman also explore broader societal shifts: the rise of autonomous vehicles, household robots, and the impact on future jobs, arguing that hands‑on trades will remain essential. The episode closes with three actionable pieces of advice for aspiring entrepreneurs: validate the market before building, automate processes to remove yourself from day‑to‑day operations, and build a team that lets the business run independently, using AI where possible.

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