Looks like a fee generator.

I'm all for pulling the trigger on a deal if you have the cash and its going to generate the cash flow.While it may be a little high on the LTV side for what I would do, the fact remains that you were able to grow your portfolio and increase your cash flow.

I’d like to hold for the long term to generate income in retirement (20 years away) but also happy to use the income now to help put my kids through college.

In my case I have a portfolio of passive investments that generate returns, so any RE deal needs to more than beat my planned portfolio return, after tax. if it doesn't,  I'm better offkeeping the moneyin the portfolio. 

This article outlines a lot of what the young generation feels about the big MSAs.Upstate New York will be a popular option as people start telecommuting more towards the city.

When I do get one, it will need to generate some cash on normal months (e.g., after property management fees, but not taking into account maintenance). 

Again, welcome and the best things in life are hobbies that generate a profit.

I know many vets who like me drive truck, and pass random drug tests on a regular basis.

Of course they were all making random comments to me about what a mess the place was to scare me off.

This will generate two separate transactions:A to B (Your Seller selling the property to you)B to C (Your Buyer buying the property from you)This way your buyer will not know how much you got the property under contract for, and the seller or buyer will not know how much you are making on the transaction.