Jay thanks for the tip, it helped in searching and learning about "lead generators" in the fine print in lending and what means.

Here are the top 10 tips to find the perfect house-hacking investment property in the Windy City:1.

What tips or advice do you have for someone just starting out?

Hey @Katherine Lewis, I have always felt this was a tougher row to hoe overall.It's not that it couldn't work, but the juice might not be worth the squeeze.If you go all in you have to do it for the long haul.

Quote from @Gregory Wilson: A few things there, Brendan.First, an LLC with you as a member and your (wife, son, pal, etc.) partner as a 1% member will file a Form 1065 which is about one tenth as likely to be audited by the IRS as a Form 1040 with a Schedule E rental activity (which I presume you will attempt to show is an active business).Second, you want an LLC because when your local Alabama handyman drives his girlfriend's uninsured truck into a van load of U of A medical school interns on I-22 when he goes  to get some shingles for your roof, on your business, you don't lose everything you have or ever will have to an uninsured claim. 

That is like walking into the store to buy juice that is for sale for $5 and paying them $7 for it because you want to pay more than what the juice is worth.

Trying to figure out if the juice is worth the squeeze. 

The HUD guidelines suggest a certain rent amount, but after inspections, the figure came back significantly lower than expected.Additionally, do you have any general tips for working within the bureaucracy of the Section 8 program?

I used dealcheck on a multiunit in the area and played around with it till i could cash flow positive $250/mo. With a 3.5% fha loan i would still need about $14,500 for a down payment. Any advice on creative options t...

Hopefully they moved on to a juice processing plant for culls.