Roof, mechanicals, pool liner, etc.

There's clearly a leak from the chimney so the walls and roof will need to be ripped out, roof replaced, all rooms updated.

I've had work done on the building itself (roof repairs) and remodeling work in one of my previously vacant units last year. 

It's an older home and the large items (windows, roof, HVAC) haven't been updated in many, many years so one of those items would put the property in the red fairly quickly.It is not a substitute for a thorough rental analysis.

It does not seem to need any major repairs, but I am concerned about finding something afterwards.

There was a bad roof leak, so he replaced the roof in 2018, and replaced the rotten wood and ceiling.

For some sweat equity and about $5K in materials I will be able to rent it out for about $550 I would guess.It will need a new roof in the future, but it has a few years. 

Thank you for obviously reading it in the tone in which it was intended.To your question, I think you’ve gotten great advice so far (as a multiple-time primary-home purchaser...I’m not an experienced REIer).

I know the utilities for homes can be thru the roof.

If you're working full-time, chances are good you're going to need to forge strong broker relationships to help source the best deals.