We are in a similar position, and the last flip we did, we put everything cosmetic under a contractor we work with regularly (CR-61/$50k) who was on the job.

Gemini AI can help:Key features of an Ohio Land Contract:Installment Payments: The buyer agrees to purchase the property through regular payments over time, rather than a full upfront payment.Seller Holds Title: The seller retains legal ownership of the property until the full purchase price is paid.Agreement Length: The contract typically extends beyond one year.Property in Ohio: The land in question must be located in the state of Ohio.Improved Property (usually): Land contracts in Ohio normally involve property with a dwelling on it (a house).Here are some additional points to consider:Recorded Contract: A valid land contract must be recorded with the appropriate county recorder's office.Contract Content: The contract should include specific details like the names of the parties, property description, purchase price, payment terms, and down payment amount. 

The owner gets cash, the investor signs a sales contract with the owner, and then proceeds to redeem the property and takes possession through a regular sales transaction.  

Most “cheaper” and “regular” rental places though don’t generate enough income to worry about taxes anyway so it’s a non issue for most people.

I feel like those kind of fixes can be estimated when getting a house inspected and appraised. knowing when a new water heater was put in or when a roof was replaced, these all have life expectancies and yes accidents happen but if this is happening on a regular basis for you, like I said, I have concerns.

Due to the market appreciation during the last few years of regular payments I was able to remove the PMI from all loans except for one.

Additionally, try collaborating with local businesses like spas, wellness practitioners, yoga, wineries/taprooms, etc... and try some messaging with them around wanting to promote them in your blog and on your property.

Regular check-ins and setting clear expectations have helped me. 

A "regular, average" buyer would need to put 20% down on an investment property. 

I know the city inside out and lived there for 20 years, visiting regularly.