News and Updates

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 […]

December 9, 2025

Carried Interest Planning: Building a Base Case and Managing Concentration Risk

“I recently moved into a principal role at my firm, and part of my compensation now includes carried interest in our newest fund. The fund size is about $800 million, […]

September 11, 2025

Deferred Comp Payouts: Lump Sum or Spread It Out?

My company offers a deferred compensation plan where I can choose distribution at retirement or spread payments out over five, 10, or even 15 years. I’m worried about locking myself […]

August 8, 2025

10b5-1 Plans: Timing Your Diversification Strategy

Listener Question:I’m an exec at a large tech company with about 50% of my net worth in company stock. The stock has done very well, and I’m planning to retire […]

July 31, 2025

Maximizing Your Stock Options: How to Exercise Without a Tax Shock

“I am an executive with a big stock option package, and I want to make the most of it. What’s the smartest and safest way to exercise those options so […]

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