# Stock-Picking : Dividend Taxation Optimisation

**URL:** https://forum.mustachianpost.com/t/stock-picking-dividend-taxation-optimisation/1806
**Category:** Taxes
**Created:** [January 31, 2019, 4:24pm UTC](https://forum.mustachianpost.com/t/stock-picking-dividend-taxation-optimisation/1806 "2019-01-31T16:24:18Z")
**Posts on this page:** 2
**Page:** 2

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### Author: ![JEPG](https://forum.mustachianpost.com/user_avatar/forum.mustachianpost.com/jepg/32/19358_2.png) [@JEPG](https://forum.mustachianpost.com/u/JEPG)
#### Post date: [April 14, 2026, 7:53pm UTC](https://forum.mustachianpost.com/t/stock-picking-dividend-taxation-optimisation/1806/21 "2026-04-14T19:53:16Z")

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If I understand it correctly, during these 6-12 months, you still have to monitor on a regular basis, so you can buy it back at the best price/time-left ratio that can hit well before expiry.

I don’t really get how a longer period is actually less stressful. So much can happen during that time.

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### Author: ![Butch](https://forum.mustachianpost.com/user_avatar/forum.mustachianpost.com/butch/32/13563_2.png) [@Butch](https://forum.mustachianpost.com/u/Butch)
#### Post date: [April 14, 2026, 8:14pm UTC](https://forum.mustachianpost.com/t/stock-picking-dividend-taxation-optimisation/1806/22 "2026-04-14T20:14:24Z")

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I very rarely buy options back and rather let it run to zero value

Longer is less stressful (for me) because

- 1 trade (e.g. 18 months expiration date) rather than e.g. 3 trades (each time 6 months)
- Typically shortly before expiration is where it becomes interesting

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