For the value add we're going to fix up the roads, add a nice sign and fence, replace mailboxes, add lights and fix some plumbing leaks.

After assessor comes out and consults with insurance company, they'll send demo guys out to come do demo work and remove wet drywall, insulation, etc. they'll usually put down dehumidifiers and let the place air out a bit to see what actually needs replacing and what was able to dry out.

I’m not looking to retire early or replace my income through rentals—I just want to diversify our assets.

I recently paid someone to do my roof and replace the carpet (~5k expense) on my short term rental in 2023, however he won't fill out the 1099-NEC.

You can then tell the security office to disregard any alarms the rest of the night if needed.They run off of batteries and need to replace about every 3 years. 

Garbage disposals are my most often replaced items. 

Will the roof need to be replaced within 5 years?

Good thoughts as we embark on this New Year.....our time is precious and should be valued way more than most people do.One of my favorite sayings - "Money is a replacable commodity, time is not"

I’ve never had difficulty filing a claim with Airbnb as long as I showed the broken item and the cost to replace or fix it. 

My landlord insurance will have to cover the costs of fixing the interior like replacing carpet, interior painting etc.