I recently reached out to a local CPA here in WA and he will get all my stuff correct.

If that's not an option than you'll have to close and serve notice yourself and abide by your local laws.

I'd also recommend joining a local Indianapolis based REIA asap. the REIA will provide a group of investors who could get you some contractor recommends if you decide to GC the prop yourself.You said it "needs a little work done" but budgeted $50k so those two things kind of contradict unless the home is a larger home...just curious, what's "a little work", if you haven't had an inspection yet and don't feel comfortable evaluating the costs on your own?

@Eric LoweIf you cannot find a local firm, reach out to these experts who operate national firms:  @Bernard Reisz, @Yonah Weiss, @Julio Gonzalez. 

There are some active Jackson locals on here, I'd connect with them and ask them about this property. 

I’m also considering out of state investing as the entry price point in my local market is really high.

If you would like to jump on a call soon I'd be happy to share my local insights with you.

I didn't even think to check my local govt on the regulations about rental property.

Congrats on getting an STR as well, my partner and I specialize in STR and flip investments in the area so we have a lot of local connections that could be useful for you. 

Hi @Avi Manthe being a local milwaukee real estate investor here are some organizations that are worth checking out to grow your network for hard money, contractors, etc.