What are you trying to achieve by the Vertical Option Spread (VOS)?
Will the VOS diminish your risk associated with holding your original shares for an additional 20 days?
yes it is partially hedging delta. i am actually only long stock + long puts at the moment, and the overall delta was definitely above 0.3 at the time of opening the position, but with the stock dropping sharply and the position being +gamma, the delta has likely dropped below 0.3 by now (that's yet another thing that's not clear - how is risk mitigation measured? is it the delta at the time of the trade? or something ridiculous like the average daily delta across the duration of the position? i have no idea).
assuming the delta isn't an issue for now (i have claimed franking credits in past years in similar situations ie. delta > 0.3 at time of trade, delta fell below 0.3 during the trade due to being +gamma, and nothing came of it), my conundrum is this:
- if i let the puts expire ITM, i definitely lose the franking credits as exercising the puts will result in the stock being sold off before 45 days have passed
- if i go on the options market and sell to close what are now deep ITM puts to protect the franking credits by preserving the stock position, that will realise a substantial profit (which gets booked to normal income, not capital gains, as the source is an options trade) and i don't want to book more profit this year for tax reasons
but i like the idea of spreading off the puts by selling ATM puts. i'm selling into what is now high IV, just over 2 weeks to expiry giving great theta, the market is now at the sort of level where i actually wouldn't mind getting long the stock, and selling puts gives +delta which will help in case there's any issues with the > 0.3 delta rule. if both legs expire ITM it solves my tax problem, as that will result in having stock put to me at the low strike and immediately being sold at the high strike, booking the profit as undiscounted capital gains instead of normal income, which is fine as i have the capital losses to negate it.
however, whether it preserves the franking credits or not (should both legs expire ITM) depends on whether i'm allowed to nominate the units sold on expiry day as being the units that were bought on the same day, thus leaving the original parcel being held for 47+ days and therefore qualifying for the franking credits. i don't think there's anything in there that says i'm forced to use FIFO, but like many areas of tax, it's not entirely clear.