137: Here's how I turned $3M into $200K/yr cash flow

In 2012, 97% of one portfolio was tied to a single stock—a position that felt incredible when the market was up and terrifying when it wasn’t. Traditional advisors had no real solution beyond a generic 60/40 allocation and a “withdraw 4% in retirement” plan, none of which addressed the real challenge: reducing concentration risk, generating income today, and still growing long-term wealth. That search for a better path led to studying how ultra-wealthy families manage their money—and discovering a completely different playbook.

Family offices don’t rely on the drawdown model most people are taught. Instead, they use what’s known as the Evergreen Portfolio, a structure that organizes assets into growth, income, and preservation buckets—all working together to produce cash flow without selling assets. It’s the difference between treating your portfolio like a silo that empties over time and an orchard that produces fruit year after year.

The turning point came from building an Investment Thesis—a clear strategy for goals, risk tolerance, asset allocation, and expected returns. With that blueprint in place, a multi-year reallocation replaced concentrated equity positions with a balanced structure aligned to long-term freedom. The result: a portfolio generating over $200,000 per year in cash flow while still increasing in total value by more than $2 million.

This video breaks down that entire transformation and shows why people with $1M to $30M often get the worst wealth management advice—and how the Micro Family Office approach gives you the structure, income, and strategy that traditional advisors can’t. If you want a portfolio that reduces risk, generates real income, and grows year after year without relying on hope, this is the model to follow.