ChatGPT tells me that the cash out proceeds even if only reimbursing myself is non deductible because the proceeds are not reinvested in property

For that you can use Google, FB and even Upwork.

Keep in mind - even with the PM you still have to pay the maintenance on top of their fee - and like I said - often it is over-priced.

Even one vacancy or non-paying tenant could potentially be a major problem.And yes, there were vacancies, and non-paying tenants, and major problems.

First thing I'd look is the zoning for that property to ensure ADU/multifamily is even possible.

Even at $1500/month that is $18,000/year… so I’m having trouble understanding $150,000/year unless you are building 10 free and clear rentals?

Also, focus on 2 years of job/income stability.Class D Properties:Cashflow vs Appreciation: Typically, all cashflow with little, maybe even negative, relative rent & value appreciationVacancy Est: 20%+ should be used to cover nonpayment, evictions & damages.Tenant Pool: majority will have FICO scores under 560 (almost 30% probability of default), little to no good tradelines, lots of collections & chargeoffs, recent evictions.

It can be used to monitor markets, filter results based on lots of different criteria & even includes annual revenue numbers that you can work backwards to see how certain markets/properties are performing.

Is just the fact that no garage could be a no go for some buyers enough to build it even if it only raises the value by the actual cost?

It makes sense to me but I foresee that to be a contentious point, even more if they end up not getting the rental.Thank you in advance!