The bigger challenger with this arrangement is finding contractors that have the financial wherewithal and general professionalism to submit true invoices for work completed and willing to let it sit out there for sometimes 2-4 weeks until the draw comes in to be paid.  

(doubt this is accurate)Regardless0.02% of 500,000,000 = 100,000 people are successfulSo you see ONE HUNDRED THOUSAND success stories, people holding up checks, bragging about how many Lambos they buy... but what you will never see are the rest of the 499,900,000 people quietly crying in the fetal position on the floor that lost a fortune trying those tactics.You don't hear from them, you don't see them and you only see extremely incomplete data.Again,I would stop telling others it is a numbers game.

This means that unlike a typical home sale, you’ll be free to look at homes and make a purchase before actually selling your home, however, it can incur costs if your current house sits on the market for a long period of time.4.

I've seen new build developments where 10+ units are for rent all at similar prices and sit for months.

You should first sit down and go over your expectations for the partnership and the roles and time allotted for those.The purchase and management is pretty easy - he handles the purchase and you handle the management.

I have been sitting for months now and stuck to alaysis paralysis in getting a small rental to start.

The only reason for a property to sit that long is price.

That may be true, but don't make those decisions before sitting down with her as a family and showing her all of the properties, what they make, what their liabilities are, what their values are, and where they are.

Do we need the money to live or does it sit their to reinvest? 

I am always up for sitting down at a local coffee shop and just talking about real estate.