37M NYC, $1M portfolio, heavy tech/AI concentration in taxable…sanity check on dilution strategy

Portfolio Review

New to Bogleheads and need this type of strategy to focus on life instead of market conditions.

Soft retirement target 52–55 with a $4M goal.

The problem I need help with:

My taxable brokerage account is heavily concentrated in AI and tech, individual names plus tech-heavy ETFs. Trying to shift towards low fee diversification.

Current approach: staged monthly deployment into VTI and VXUS to dilute the concentration over time rather than selling winners and triggering large capital gains. At a 50% combined NYC/NYS/federal marginal rate, forced selling is painful.

  1. Is gradual dilution via new money the right approach for tech concentration, or should I be trimming winners more aggressively despite the tax cost?

  2. At what concentration percentage does a single sector become dangerous enough that the tax hit is worth accepting?

  3. Fee-only fiduciary advisor… worth a one-time consultation or better with tax advisor?

Does anyone have experience with NYC based fee-only advisors?

Posted Jul 11, 2026, 1:30 PM UTC

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