How I Built a Business That Gave Me Time & Financial Freedom - Tyler Jorgenson

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

The Rich Dad Company

Entrepreneurship, Business, Investing

4.1 • 3.9K Ratings

🗓️ 21 April 2025

⏱️ 14 minutes

🔗️ Recording | iTunes | RSS

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Summary

Entrepreneurship is supposed to bring freedom—but too often, it does the opposite. In this episode, I dive into how I built a business that let me live on my terms. From learning to sail to getting my MBA and being fully present with my kids, I structured my company differently. I share the biggest mistake I made (not scaling fast enough) and the real reason most entrepreneurs get stuck. Plus, I break down the systems, mindset shifts, and strategies that helped me avoid the self-employed trap and truly own a business—not just a job.

Key Takeaways

Most entrepreneurs just trade a 9-to-5 for a 24/7 grind. Freedom requires intentional business design.
Think like a business owner from day one. Structure your company to function without you.
Premium customers = fewer headaches. Stop competing on price and attract buyers who value quality.
Systemize everything. Email-based customer support, automated responses, and predefined contacts reduce friction.
Don’t wait to scale. If your offer is working, double down—before someone else does.
Know your numbers. Customer acquisition cost (CAC) vs. lifetime value (LTV) can make or break you.
An abundance mindset wins. Collaboration is more powerful than competition.

Chapters
00:02 – The freedom trap: Why entrepreneurs stay stuck
01:28 – How I built a business that worked for me
02:51 – The cashflow quadrant: From self-employed to business owner
03:42 – Designing a business for lifestyle freedom
05:51 – Why I set up my business to look bigger than it was
08:21 – The cha-ching moment: Celebrating wins with my family
10:38 – My biggest mistake: Not scaling fast enough
12:55 – Understanding CAC vs. LTV: Why I left money on the table
14:58 – The power of mentorship and networking
16:02 – What’s next: The biggest lessons I learned the hard way

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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.

Transcript

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0:00.0	Freedom doesn't come from just making money. Most people move from employee to self-employment.
0:06.1	This is one of the riskiest moves in all of the cash flow quadrant. So they trade a nine to five
0:11.8	for a 24-7. I was the only employee, right? This was a small business that I was starting on my own.
0:19.1	I didn't want to be the cheapest and the low cost.
0:24.2	I didn't want a business that attracted deal seekers.
0:27.6	I positioned my company and my products as a premium product.
0:32.0	For me, in that business, I didn't exist.
0:35.7	But one of the biggest mistakes that I ever made in this business
0:38.8	is I didn't grow it more and faster. You're listening to the Rich Dad Radio Show, the good
0:46.2	news, the bad news about entrepreneurship. Here's your host, Tyler Jorgensen. A lot of entrepreneurs
0:51.9	say that they want freedom, but most of them end up building a business that
0:55.9	traps them more than a nine to five ever would. I knew that I wanted to build things differently.
1:02.4	My business allowed me to learn to sail, to go back and get my MBA, and most importantly,
1:08.5	to be fully present as a father as I raised my four young kids.
1:13.1	But freedom doesn't come from just making money.
1:16.5	Today I'm going to break down the real reason why most entrepreneurs stay stuck in the grind.
1:22.2	And how I built a business that worked for me, not the other way around.
1:26.5	One of the biggest risks of going out on your own and starting your own business is that
1:31.3	you take the leap from employee.
1:33.9	And if you're looking at the cash flow quadrant, we can put a picture of the cash flow
1:37.3	quadrant here.
1:38.2	If you're looking at the cash flow quadrant, most people move from employee to self-employed.
	...

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