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Bold Business Podcast

Sep 3, 2026

In the age of AI, the traditional concept of hustle and brute force work is becoming outdated. Jess Dewell talks with Duncan Brand, Author of Mind the Gap and Effectiveness Advisor, about why it is BOLD to build systems-led execution and make themselves obsolete in day-to-day operations.

 

Uncover the secret weapon top...


Aug 27, 2026

You hired the best team, invested in the latest tools, and built what looks like a scalable operation. And nothing changed. Not because your people aren’t talented — but because you’re still playing the wrong role. You’re still doing work that someone else could do better.

The future of scaling isn’t about...


Aug 20, 2026

Align your actions with desired business outcomes, even when it requires challenging current habits. In this episode, Jess Dewell talks with Chris McShanag, CEO and Founder at Virtual Teammate, about boldly confronting distraction debt and using growth levers to scale. He shares proven strategies that help owners and...


Aug 13, 2026

Prepare for the worst, hope for the best. Scenario planning isn’t just for financials. Whether markets drop or your business faces adversity, having thought about the worst-case lets you operate with confidence. In this episode, Jess Dewell talks with Jack Oujo, Founder at Oujo Wealth Strategies, about why it is BOLD...


Aug 6, 2026

Stepping up is essential for you, your team, your customers, and your service to create real impact. In this episode, Jess Dewell talks with Heather Gibson, Owner at Big Hearted Breeders, about how recognizing self-doubt is necessary for self-acceptance in the process of facing industry disruption. She shares that...