This includes title reps, attorneys, and lenders keeping the communication flowing with them is what ensures a smooth closing.In my experience, a well-organized checklist minimizes risk and makes the entire process so much easier.

Two coats of paint including ceilings and trim for a 1200 sqft. house in our market is at least $5k including materials.

This same seller https://therealdeal.com/chicago/2024/05/08/first-chicago-sel... who tried to be greedy by offering $0 co-op for buyers agents.

I've found this pretty helpful as a starting point.

I look forward to your valuable insights!

The biggest challenge I can see for this is that I hear it's a pain in the *** for the seller to go through a local community bank and confirm their income for their approval for a mortgage, and there are local/community banks that will approve 95-100% LTV loans based on how profitable the deal is.

This would be our first STR.

I understand Google continues to push into this space and disrupt the online travel agencies, so the landscape might be changing. 

However, this will require sacrifice and having a duties of a landlord.

Maybe this comment will bump your question.