News and Updates

December 17, 2025

How to Think About RSUs and ISOs Before an IPO

When you work in tech and accumulate a mix of equity, it’s easy to start mentally spending money that doesn’t exist yet. IPO headlines, valuation chatter, and comparisons to other […]

December 16, 2025

IRA Contributions vs. Roth Conversions: Timing Rules Explained

One of the most common points of confusion I see around Roth planning has nothing to do with tax brackets or strategy. It comes down to timing. Specifically, people mix […]

December 10, 2025

Weighing Emotion and Economics in Overseas Property Decisions

This question comes up more often than people expect. A childhood home carries emotional weight, and when there is enough financial flexibility to make the purchase feasible, it becomes even […]

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, […]

December 3, 2025

Understanding IRMAA and Planning Around Income Spikes

Many people run into IRMAA for the first time right as they turn 65. And it often comes as a surprise because Medicare does not look at your current income […]

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