I think you should also confirm to them what lease renewal terms you are offering them so they can make an informed decision.If you make the repairs, you'll create some goodwill with the tenant and they will be more likely to renew.

No good will that the former landlord created will transfer with the property.

We'll lose money for 75-90 days but the new rent is market so some will stay and not forcing people that can't afford it to move in the middle of a very cold winter I think buys a tiny bit of good will and is the decent thing to do.

Thanks for sharing your experience, I'm sure it will help someone else in the future, so at least hopefully something good will come from it. 

This approach not only helped resolve their issues smoothly but also built goodwill with local officials—making future projects easier to manage

Bringing the seller in on the deal not only gives them an opportunity to benefit from the upside of the flip but also positions you as a problem-solver, which can build trust and goodwill.

It’s a balancing act of controlling costs while also controlling risk of personal injury to your tenants and property visitors as well as maintaining goodwill with all involved at the properties. 

Can't say what's hardest, too many moving parts but take care of your tenants and build that goodwill, pays off in spades.

There is absolutely no doubt that the business and all the business integration/goodwill of those operations are worth significantly more than just the 10 cabins on 2 acres of land. 

I'd be willing to do small projects for free to spread some goodwill.