I got a guy up in LA that does all apartments and some SFRs, but has been running the PM company for years and charges 5% monthly and 50% of the first months rent.

A lot of CPAs can file a return, but very few really understand the nuances of agents, investors, short-term rentals, cost segregation, entity structure, and compliance.For example, I’m based in California, but I help clients nationwide, and many real-estate-focused CPAs operate the same way.

Also, as a preventive measure in our property managment business, we started to implement checks in place to avoid this from happening in the future such as no undisclosed pets allowed, tenant is responsible for all pet related damage including odor remediation costs are billable in the lease, we charge pet fees as well and periodic inspections. 

Low income tenants will destroy your property As a Property Manager currently managing many Section 8 rentals I can confirm that there are tenants who will be rough on the properties they live in, that said this can be mitigated by using materials during the renovation which are durable like certain LVT, cabinets, and paint finishes.  3.

I’ve charged an early lease termination fee of two months with a 30 day notice.

That means a portion of the gain could be excluded.However, any depreciation you’ve claimed since converting it to a rental (March 2023 to March 2026) will be subject to depreciation recapture when you sell.

Our property management division, Island Stays Hawaii, charges 20% for full service and we are the highest rated host on Airbnb for O'ahu that has more than 20 properties under management.  

Dear resident, "Please pay me rent and I am going to charge you to pay me..."

Open an AirCover claim after checkout and keep all communication with the guest on the Airbnb platform.As for reviews, avoid discussing charges with the guest directly.

I definitely want to stay clear of anything that could trigger fines or compliance issues, so your point about STR activity in communities with rental caps makes a lot of sense.If the documents don’t spell out any restrictions around owner-occupied MTR/LTR setups, I’ll look into the roommate or owner-occupied lease option you mentioned.