Listing immediately at a bit of a discount to fill it quick on ST leases to reup in spring.

The issue though will be a lender will not give you 100% acquisition if thats what you are trying to do by getting it at a discount. 

So you can expect a discount to get to that point..

The bathrooms made me so depressed... plastic shower units with sad apartment class vanities with some sort of beige solid surface tops. 

I would attempt to negotiate with LL the scope of work required for the discount.  

1) cannot qualify for traditional financing2) fears appraisal will come in low3) fears buyer will back out so reduces contingency optionsnote for cash purchase I expect a significant discount.  

@Jewell ArceneauxFrom my experience, focusing on impactful upgrades like kitchens, bathrooms, flooring, and curb appeal yields the best results.

I would be careful when looking at discount PMs because if they aren't making money, they likely have terrible systems in place for management. 

As best as I can tell on both sites, the algorithm looks something like this:Cheapest price>least restrictions (cancellation, # of days minimum, etc)>Premier/Super host>Review Scores>Most discounts (weekly, last minute, etc)>Regular revisions

I would check your price versus competition and check your length of stay discounts.