I am also a private money lender with funding up to $600k.

Looking forward to connecting minded person and trustworthy team of Realtor, Wholesaler, Lenders and General contractor who can assist scaling my real estate dream.

I am new to the Chicagoland and am interested in connecting with investors, contractors, agents and lenders alike.

I'm curious to hear from a distance investor (or multiple states property owner), or Lenders that are familiar with this matter that should I form 2 different LLCs in 2 different states?

You will need to get a local, rockstar Realtor, contractor, lender, and property manager.https://www.biggerpockets.com/blog/core-four-real-estate-tea...

As long as source of income is not a protected class in your area you may use that as a reason to reject.

I am also trying to establish my team, I have a good realtor who is sending me properties, I was connected to a lender but I am open to suggestions/ recommendations for lenders, property managers, project manager (is this common?)  

Some lenders may require a stable work history to approve a mortgage, so be sure to discuss your options with a mortgage broker or lender.Network and Seek Guidance: Connect with experienced real estate investors, join local real estate meetups or forums, and seek guidance from professionals in the industry.

Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

You can still learn investingTeam up with someone that does have money and become their assistantIf you have a lot of money and no time, either look into syndications or find someone who buys properties for people who have no time, like us.If you want to do Subject ToHave about $30,000 available liquid cashIt is Not “no money down”Borrowing from others to cover the costs for doing Subject To has serious legal consequences and is extremely risky for you, your 2nd position lender and for the sellerIt is easy to do the contract (Transaction) for Subject To, but it is very hard to do the next few years correctly.