I am a fellow house hacker and think it's the best way to get into the game if your circumstances allow it!

Illinois requires a license to market aka wholesale more than one property per year.Are you looking to get into the wholesale game here? 

Hi @Shan Randall,Welcome to BP and congrats on stepping back into the landlord game!

This also may be a good way to get an in working for someone with more experience since being a new wholesaler who doesn't even know where to start makes it very hard to start.Also, don't start telling people you are a wholesaler before you have marketing going out, a small buyer's list, and at least one property locked up because everyone wants to be a wholesaler, but it's not actionable until you are in the game.

I am new to the real estate game and got my foot in the door by purchasing my first property as a live in renovation.

If you told him you have been playing pickup games for the past year and need help improving your jump shot, now he has evidence you're motivated and a specific goal he can quickly help you work towards.

As someone focused on wholesaling and sourcing distressed properties both on-market and off-market I’m always looking to align with investors, agents, and other fix-and-flippers who are actively in the game.

Changing the strategy can help get in the game. 

It doesn't help with your tax issue but keeps you in the real estate game with a lot less headaches.

Real estate is a LONG game and a good way to build wealth through equity.