When Everything Goes Wrong, Keep Moving Forward

The struggle is real, but so is the strength that emerges from it. This raw, unfiltered episode takes you behind the scenes of entrepreneurship when everything that can go wrong, does.

Windsor Fair season brings both celebration and chaos as we mark my daughter Paisley's first birthday while simultaneously dealing with our third consecutive year of vehicle disasters at this event. The bus is leaking brake fluid faster than I thought possible, the shifter linkage disconnected, and we're stranded at the fairgrounds with inventory to move and a business to run.

Production nightmares preceded our arrival when vendors missed deadlines and shipping companies split orders, forcing late nights and impossible schedules. Upon arrival, we discovered our vendor location had been moved, reinforcing that age-old business wisdom that location truly is everything when you're selling at fairs.

What's remarkable isn't just the string of challenges – it's the resilience that develops when facing them repeatedly. The all-female crew of my mother, wife, and baby daughter are currently running our booth while I handle production and repairs, proving that family businesses survive through adaptability and teamwork.

Despite everything, opening day sales nearly doubled compared to last year, reinforcing my belief that sometimes the universe tests us most severely right before breakthrough moments. When you've reached the point where your back is against the wall, sometimes all that's left is faith that this too shall pass.

Whether you're an entrepreneur facing similar challenges or just someone who appreciates authentic stories of perseverance, this episode reminds us all that finding strength in struggle isn't just motivational poster material – it's the daily reality for those building something meaningful against the odds.

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