For example, electrical is original from 1960, there is no central AC - heating it through baseboard heaters

And apparently doesn't etch or stain as easily and is heat resistant.

Hurricanes, tornados, fires, droughts, severe heat.  

I've had kids tell me their heat is not working and they never turn on the thermostat, etc, etc.

This home currently doesn’t have any heat and my concern is bursting pipes. 

.- Also found terrible policies that owners had, that they didn't understand.4) Utilities: We check that all utilities are properly set up and cofirm or enroll in any Auto-Transfer of Service programs to avoid no heat during winter leading to frozen pipes.- Dealing with a very upset new owner client right now that previous PMC didn't handle the water account properly.

Landlord’s only option to collect funds for damages is to take tenants to court.More and more tenants are only having a portion of their rent covered by S8, so landlords need to still screen S8 applicants for portion they must pay.Landlord cannot charge S8 tenants a portion of shared utilities – which can lead to the infamous tales of tenant retaliation against landlord by blasting heat on high with open windows during winter.S8 caseworker response times can be very slow, as they are usually overworked & underpaid.Again, overall it’s a pretty good deal for a landlord that does some decent screening.Exposing Section 8 Housing | Tenants From hell 243 - YouTubeLiberals Blame this Eviction on Landlord Despite the Before & After Footage | Tenants From Hell 241 - YouTubeMy first Baltimore buy & hold investment - SOLD (Lessons learned) (biggerpockets.com)Besides MANY self-labeled "gurus" exaggerating their success, many of them just supply readily available info.If you're too busy to find the info and are willing to pay for it, no problem as you accept their time vs money solution.REGARDING S8 GURU ISSUES SPECIFICALLYMost of them don't share all the facts about how Section 8 actually works.They claim you can get HIGHER rent from S8 tenants vs private-paying tenants.Why would the government allow our tax dollars to be spent this way?

Right now just paying rent and heat on an empty house ..On the STR subject have you ever heard of “ Evolve “ for short term  rental property management ?

Has anyone either upgraded their own cabin(s) or ran the numbers on the costs to improve a ~500 - 700 SF cabin with insulation, sheetrock and heat so they can be rented year round?

There's an ongoing (and often heated) debate as to whether LLCs are necessary for investors.