After that hurdle is cleared then you can narrow in on those that provide the required investor returns as @Justin B mentions.

Serious, motivated clients will jump thru the hoops and hurdles and the time wasters will self-select until which time they become serious and motivated.One of the best principles that I learned some twenty years ago: never work on marginal deals or with unmotivated people.

There are additional hurdles for a wholesaler to go through and the property will not likely come in at a discount that would be appealing to them.When it comes to disposition of real properties from a Trust, the vote must be unanimous.

As you have heard, investing in Chicago presents a few hurdles.

I always ask about financing first, that usually is the first hurdle for new investors.

Tenant may not place any unreasonable restrictions upon Landlords or Landlord's Agents access or entry.

Rents are expensive, and according to my property manager, there is such a shortage of rentals in my area, that raising my rent 5-7% is not unreasonable...

It could be a hurdle to finding new tenants.I would also want to know about the septic system.

Once you get over that hurdle and get the properties performing better, you can learn the ropes, take over if you want to, and really fix the problem.

Ask the Recorder of Deeds.I suggest you get to an attorney, do a standard lease, a separate straight option agreement, both could be assigned with owner's consent not being unreasonably withheld, get a power of attorney to do repairs or a construction contract would be better, you as a tenant probably can't pull permits.