In episode 709, join Rob Walling for a solo adventure as he shares his story of growing his personal wealth over the past few decades. Selling companies was the major driver of wealth, but he also explores the role of cryptocurrency, running profitable companies, and angel investing. Rob emphasizes the power of entrepreneurship in achieving financial freedom, while acknowledging there are ways to do so while keeping risk relatively low.

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Topics we cover:

2:50 – A lesson on how to build wealth
4:31 – Entrepreneurship was our biggest tool
6:37 – Building, acquiring, then selling companies
10:45 – Building slowly while staying risk-averse
13:27 – Investing in riskier assets like cryptocurrency
19:39 – Running profitable companies
20:56 – Angel investing, and WP Engine
23:44 – Traditional, salaried employment
24:53 – Typical investments: stocks, bonds, REITs
27:36 – Real estate investing

Links from the Show:

MicroConf Connect
Christopher Gimmer (@cgimmer) | X
Christopher’s tweet
Sherry Walling (@sherrywalling) | X
The Stair Step Method of Bootstrapping
Start Small Stay Small by Rob Walling
This Took 11 Years to Be An "Overnight Success" - SaaS Exit Strategy
Zen Founder
The SaaS Playbook by Rob Walling
WP Engine
TinySeed
Barbell Strategy Explained for Stock and Bond Investors

If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode.

Episode 709 | The 7 Greatest Investments of My Life

Startups For the Rest of Us