I work from home and I've only put in 8 hours of appraisal time so far this week and probably 50 hours of reading, listening to audio, networking, posting here, and thinking about wholesaling (actually if you count the thinking probably way more) ha.

Jon is correct on all counts.

If you are rehabbing as a business and keeping multiple projects going, I've found it pays to have a good contractor you can count on.

But I was counting on that cashflow for other things.That's why I'm wondering if it's normal to set up the private loan for 30 years or 15 years amortizing, so that I gradually pay it off, and still have monthly income the whole time :)

It is difficult not to be right on all counts.

Based on my limited knowledge, I'd guess if I wanted to start with a $250k+ duplex I'd need to cross collateralize? 

This leans toward the consumer, it appears so, but each area is then a judgment call, you might end up saying.....Yes, I considered your part time employment over the last 6 months, however this is not a sufficient period of two years showing such income and I can not count that income.

I have a great inspector that I could count on to dig deep into the house.

Hello I am in Chicago in Park Manor/ Grand Crossing area and wondering which property management company everyone uses and do you recommend them pros/cons? 

Meaning true 100% Full Cash Back (Purchase + Rehab costs)I have built up my rental portfolio using BRRR and Delayed Financing, immediate refi within a month to capture 70% back of Appraised Value (this is the max on delayed funding refi cash out, unless you want to season your property for 75% of Appraised Value).About 30% of my BRRR deals, I have gotten 100% of my fully invested and rehab funds back (as I pay the rehab costs at closing table so it counts for refi cash out), but the other times I am usually out of pocket $6k-$12k after my delayed financing refi cash out.