Rich Dad Radio Show: In-Your-Face Advice on Investing, Personal Finance, & Starting a Business

The Risks I Took to Grow My Business (Including Smuggling!) - Tyler Jorgenson

Apr 14, 2025

Entrepreneurship is a thrilling challenge filled with unexpected twists. Learn how shipping nightmares and retail surprises shaped a successful business expansion in Canada. Discover the importance of creative problem-solving and the need to pivot quickly when obstacles arise. Embracing mistakes becomes essential on the road to growth. Ultimately, building a business around personal freedom leads to greater satisfaction and adaptability. Tune in for exhilarating insights from the trenches of entrepreneurship!

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ANECDOTE

Canadian Distribution Breakthrough

Our product unexpectedly grew popular in Canada, creating cross-border shipping challenges.
We used a friend in Canada to receive bulk shipments and ship locally, avoiding tariffs.

ADVICE

Solve Retail Challenges Fast

When unprepared for retail, ask retailers what they need and find solutions.
Use resources like Google to quickly solve new business challenges.

ANECDOTE

Craigslist Driver Smuggling Tale

We had trouble getting large shipments across the US-Canada border due to regulations.
To work around it, we hired a local driver to transport goods across the border personally.

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Entrepreneurship is a wild ride—you think you’re scaling smoothly, and BAM! A curveball hits. That’s exactly what happened to me. In this episode, I share the unexpected challenges my business faced when it took off in Canada and how we problem-solved on the fly. From shipping nightmares to retail opportunities that forced us to think on our feet, this journey taught me that growing pains are part of the game. The key? Stop overthinking, take action, and learn as you go! Key Takeaways

Growth brings challenges – More sales, more problems. But that’s a GOOD thing!
Creative problem-solving is key – Google is your best friend.
Think fast, pivot faster – When one solution fails, find another.
Mistakes are part of the process – The sooner you embrace them, the faster you grow.
Entrepreneurship = Freedom – But only if you build your business around your life, not the other way around

Chapters 00:06 – Growth is amazing... until the challenges hit 00:43 – Canada takes off! But wait—duties, taxes, and shipping headaches 01:30 – Creative distribution: Find a friend, ship in bulk, and dominate 02:50 – A major retailer wants in... but we weren’t ready! 04:15 – The border nightmare: How a Craigslist driver saved (and almost sank) us 05:48 – The hard truth: Doing things the right way takes time 07:30 – Lessons from the trenches: Stop overthinking and start DOING 08:41 – The real reward: Freedom over everything

----- Disclaimer: The information provided in this episode is for educational and informational purposes only. It should not be considered as financial advice or a recommendation to buy or sell any financial instrument or engage in any financial activity.

The content presented here is based on the speaker's personal opinions and research, which may not always be accurate or up-to-date. Financial markets and investments carry inherent risks, and individuals should conduct their own research and seek professional advice before making any financial decisions.