The highway is loud, the stakes are louder, and we still hit record. We’re rolling south on I-90 in the Proud American Express, headed for the Erie County Fair in Hamburg, New York, and we’re doing it on limited sleep, last-minute repairs, and sheer commitment to keep the podcast streak alive. If you’ve ever tried to build a small business while life keeps moving, you’ll recognize every ounce of this pressure.

We talk through the behind-the-scenes reality of preparing for a major vendor event: fixing a bus with expensive parts and tight timing, testing just enough to take the leap, and trusting the people who show up to help when the plan gets heavy. Then we get into the grind of inventory management for an apparel brand, including pushing hundreds of heat-pressed items into stock, launching new products, and trying to get everything organized before stepping onto the fairgrounds.

But the real core is mindset. Vendor checklists, insurance requirements, sales tax certificates, tent rules, inspections, and potential fines can spiral into imposter syndrome fast, especially when you feel like you “mortgaged the farm” to take the shot. We say the quiet parts out loud, then walk through how we’re handling the anxiety in real time: focusing on the next right step, leaning on faith, and choosing to grow through the stress instead of just going through it.

If this hits home, subscribe, share the episode with a friend building something hard, and leave a review so more people can find these honest conversations. What’s the biggest risk you’re taking for your dream right now?

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