It was easy to file a small claims suit against the person using the online tools available from the court system.

There are loopholes in tax laws but the entire system isn't a loophole.Again, here is the definition - Loophole- A way of avoiding or escaping a cost or legal burden that would otherwise apply by means of an omission or ambiguity in the wording of a contract or law.

If you have a large (i.e. a lot of multi-generational family members) and/or luxury unit I think you should definitely do it!

I don't have any LLCs and I have 4 properties (3 SFH, 1 Multi-family).

Investment Info:Large multi-family (5+ units) other investment.

It would take you approximately 11 years (not factoring in rent appreciation) plus that doesn't factor all the systems you mentioned that need replacement.

Buildium is a nice middle ground and can bring a lot of organization if you don't have a robust bookkeeping system.

@Glen Michael I've heard Peter Lohmann talk about using NPS scores for their residents and owners, I don't know too much about it, but I think it's a system designed to get a real idea on how they're doing.

I also like the fact that some of their veterans have been through a full market cycle in multi-family space.

I aim to invest in multi-family homes with my partner, using a buy-and-hold strategy to build our portfolio and expand over time.