Am I stupid to wait to hit the 1-yr mark for the tax benefits when I feel like my holdings are at peak value?

REDDIT.COMMay 27, 2:27 PM UTC

Key insights

  • A retail investor is contemplating selling AMD and SOXL holdings due to perceived peak valuation but is hesitant due to short-term capital gains tax implications. This reflects potential retail investor anxiety and possible profit-taking behavior in specific sectors, which could exert minor downward pressure.
Am I stupid to wait to hit the 1-yr mark for the tax benefits when I feel like my holdings are at peak value?

Dumb beginner here. Has anyone felt like they bought some stocks and they shot up way faster/higher than you assumed and wanted to get out quickly, and were forced to factor taxes into your timing?

I don’t invest much at all but I put a lot of my measly savings into AMD and SOXL last year and now I want to get out since I feel like they’ll fall back down to earth any day now. I feel I got lucky and want to bail before I lose the gains.

But it would have to fall a good amount to wipe out the extra capital gains taxes for short term holding. How do experienced folks usually navigate the taxes vs selling high?

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