NOT-ADVICE
Something I'm doing with these distant options that i want to clean up, besides just buying them out, is to rely on realized gains from new positions rather than the credit created on open.
My thinking is that its pretty easy to open for some credit, but then close early and focus on the gain from the 1 position, and forget that with buying out the first position, I (in effect) paid 1/2 price to close the thing I wanted closed. 1/2 is a good result, but if I'm thinking I just made money, when I actually cut a loss in half, its still a loss that I thought was a gain.
An alternative formulation that keeps the events more closely tied is to open the new position for 2x the cost of the position I'm closing. Then when I close the newly opened position for a 50% gain, I've actually closed that long term position for free.
Hopefully that makes sense. I figure the conservative approach - open a position that I actually want. When that position is closed for some gain, use some or all of that gain to buy out a long dated position that I want gone. The key here, for me, is to avoid entering a position that I don't otherwise want, in the hope that the extra leverage and risk will enable a quick recovery from a bad position.