I like your rationale, Matthew. This is going to be a seller's market. Meaning that too many teams in the hunt to make the postseason & very few options to buy from. There are a few rumors that competing teams will unload expiring contracts. Kepler will be gone next year, the Twins won't pay the QO to keep him #1 too expensive #2 Kepler isn't worth it #3 Kepler'll take it. So to get something this is the best time to do it.
Since Kepler'll be gone next season, doesn't it make sense to have the one who'll stay have that precious playing time? Not only that'll count for this postseason but also future ones. Besides Kepler's LH bat, he has his calling card glove that any club could use, To replace Kepler's (LH) bat we have Larnach, Wallner & Kiriloff whose D is good enough to play RF. & we have Keirsey to do more than make up for his glove.
I'd like to extend this idea to also Margot, Santana & even Farmer if we can find a trade partner. Yes, these guys are starting to hit, even more, reason to trade them because it's easier to trade them for better pieces. Margot & Farmer will be very easy to replace & Miranda, Julien, Severino & Kiriloff can replace Santana especially if he's due to regress. The money that'll be gained from trading away these players will be considerable. So we can pay for a very good postseason SP salary. Again these guys will be gone next year, so why not give this valuable playing time to someone who'll be here next season?
IMO it makes a lot of sense, so unfortunately, I doubt it'll ever happen.