Today I want to introduce a concept we've never discussed before: rolling forward in time. This is different from rolling down to a lower strike — this is about buying yourself more time on a trade when the narrative is still intact but you're running low on the clock.
Let me set the stage. Say I bought the June 2028 $30 call on IBIT and paid $18 for it. Six months have gone by, the stock hasn't really moved, and I'm sitting there thinking: I really wish I had more time.
Sound familiar? If so, this strategy is for you. But there's a catch — you can't just roll blindly. The math has to make sense, and tax implications can make or break whether this is worth doing.
Here's how I think through it:
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