Tax Alpha Insider

Tax Alpha Insider

Should tax-aware long/short investors care about black swan short sale bans?

When shit hits the fan, investors are exposed to the manager's experience and processes

Brent Sullivan's avatar
Brent Sullivan
Sep 30, 2025
∙ Paid

Before digging into black swan short sale banning, last week Andre Nader and I talked about…

De-risking concentrated single-stock risk

Or check out the brief write-up…

FAANG FIRE
Tax Strategies for Dealing With Concentrated FAANG Positions
As we head into the final stretch of 2025, just weeks after the S&P 500 hit all-time highs, I’m getting a fresh wave of questions about how to manage concentrated stock positions…
Read more
3 months ago · 3 likes · Andre Nader and Brent Sullivan

Why seed an ETF in-kind?

It’s a smooth way to transition from one strategy to another without immediate tax.

I wrote a book about it.

You can buy one of 4 reminaing copies here.

Or… you can join this Alpha Architect §351 webinar at 9 AM PT that I’m crashing.

This isn’t sponsored… just good vibes.

Black swan short-sale bans

I’ve been investigating tax-aware long/short strategies (2 sentence, 2 infographic explainer) for the past 18 months.

Nowadays, I’m wondering what could go wrong.

User's avatar

Continue reading this post for free, courtesy of Brent Sullivan.

Or purchase a paid subscription.
© 2025 Brent Sullivan · Privacy ∙ Terms ∙ Collection notice
Start your SubstackGet the app
Substack is the home for great culture