I currently manage a long term rental and working on a single family home fixer (will probably convert to rental in the future) in Cali.

I have a few rentals with section 8, and they are professionally managed.

As someone who occasionally works with these investors, I always try to emphasize the challenges that come with real estate like managing renovations, dealing with tenants, and navigating market fluctuations.

One reason was the condo management company wasn't doing a great job and there were always extra levies. 

Managing a rental (even if it cash flows) comes with responsibilities, and it might not be worth it for $300 a month.

The key is building a reliable local team—property managers, realtors, and contractors you trust.

Practical Tips for Managing PropertiesFinding Good Tenants: Screen thoroughly.

Reach out to Lisa Loesel at Short & Suite Management here in Milwaukee. 

It also includes managing your existing investment well to ensure you aren't bleeding money due to bad tenants, excess maintenance, etc. 

As a management company, we also have a duty to get a property occupied with a qualified resident as soon as possible and sometimes that means adjusting rents down for right now to generate revenue.