Tax Alpha Insider

Tax Alpha Insider

Less rebalancing, less tax?

Does asset allocation really matter?

Brent Sullivan's avatar
Brent Sullivan
Oct 17, 2025
∙ Paid

🎉 Basis Northwest is my 2026 taxable wealth conference. Check out the landing page to learn more about attending, sponsoring, or speaking.

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What I’m reading…

  • NB: Diversifying Concentrated Stock Positions

  • K&L Gates: Domicile and Residency (the tax implications of moving from WA)

  • Alliance Bernstein: Margin Loans Can Help Keep Concentrated Stock Positions—but Know the Risks

  • The Tax Adviser: A Walk Through the Step Transaction Doctrine

  • Meb Faber: Your Asset Allocation Doesn’t Really Matter…

  • The Economist: Introducing the 25/25/25/25 portfolio

  • Anderson, H., Marshall, B., & Miao, J. (2014). The Permanent Portfolio

I’m pleased to see NB mention §351 conversion as a possible concentrated stock solution, though this needs to be treated very delicately.

If you need to get up to speed, my illustrated book on §351 conversion could help.

Buy a copy…. (I only have 2 left…)

Here’s how it works…

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