News and Updates

February 17, 2026

How to Evaluate a $750k Oil Well Investment Opportunity

I recently received a question from a listener who sold a portion of their business and now has about $12 million invested, with $1.5 million set aside specifically for private […]

February 11, 2026

Family Office Strategy: Outsourcing vs. Hiring for Long-Term Growth

When you’re in the early stages of building out a family office, it’s tempting to move quickly. But one of the most common questions I hear is whether starting with […]

February 3, 2026

Inheriting Multiple Properties: When to Hold, Sell, or Restructure

When you inherit real estate after a parent passes, it can feel like a weight drops onto your shoulders overnight. Suddenly you are staring at multiple properties, multiple decisions, and […]

January 28, 2026

Wash Sales in Complex Portfolios: What Investors Miss

When portfolios get large and spread across multiple accounts, custodians, and reinvestment systems, tax loss harvesting becomes more complicated than most investors expect. One of the most common questions I […]

January 21, 2026

Is a Franchise Really a Passive Investment?

Franchising opportunities are showing up everywhere right now. One example cropping up recently is 7 Brew, often structured as a multi-location commitment within a specific region. On paper, the projected […]

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