1. I think an argument can be made that a team in the Cubs' position can afford some inefficiency to avoid talent drains, especially for a player with a well rounded skill set like Happ's, but as a LF-only player they can stomach that better than most other positions. 2. I could probably be talked into Heaney as SP1 in some circumstances, but it probably depends on the contract. If he's getting 2/20ish like contract crowdsourcing says, then you could do some fun things with the rest of the roster, especially if you also took a swing with SP2(e.g. Rogers) 3. YES, I would go as far as to say that Phillips is not unique in this regard, but there are a number of low salary/low trade cost CFs that could fit well here in the name of saving resources to use elsewhere. 4/5. The Cubs won't become a championship contender again without stars, and as much as they may be able to approximate a similar average win total in 2023 without one of the SS, they will be further away from consistent title contention if they don't get a SS. My thoughts on Swanson are documented already but I would much rather take Bogaerts' bat to the bank than the ambiguity that comes with Swanson's bat and the uncertain degree of his defensive excellence.