depending on how backed up the county is it can e take a few months for court date. in essex county it took my mother in law about 8 months or so for the full process. she had an attorney, not sure if that sped anything up

It is still a seller's market in many geographic locations, so you can ask potential buyers for an extended closing period and/or with options to extend the closing period. 

So, why would they waste their time getting multiple bids when they already know the answer?

I’m totally new at this so searching for advice.

Option 4: 20% down on 2 to 3 properties Also open to hear other ideas, I'm self employed so getting a lender can be a bit more difficult.

My biz partner and I 100% believe community and building authentic relationships in the real estate space is so important for growth.

Hey @Keagan Scott, so I don't have any insight into Gary, IN but here is a blurb -"Those looking to rent out their properties for less than 30 days (about 4 and a half weeks) will have to get a permit, pay a one-time $150 fee, and have a city business license.

So you're not completely anonymous.

Use bullet points or # system so it's clear what you want done.

We are looking forward to with growing with you all over the next decade or so!