I felt that it was very well done, covered a significant amount of material, had a friendly and motivational feel, and was a good experience and a worthwhile value for $1500.

In Milwaukee, look into networking groups like the Milwaukee Real Estate Investors Association (MKE REIA) lot's of different approaches covered including wholesaling and flips, or if you decide on buy and hold the Rental Property Association (RPA) of WI is great.

ya absolutely. most people just recommend multi family because it allows you to offset your income while living there without having roommates. also they tend to cash flow better so if the plan is to do this year over year making sure the rents cover your DTI when you move out is very important.

Otherwise with no income you are looking into just buying all cash or using a loan called Debt to ratio income to purchase investment properties where you use the rent to cover your mortgage but you will need to put down at least 25% down of the purchase price.

Interestingly, you can list the property in U.S. dollars and receive payments in U.S. funds, which means I don't really use COP except to cover utility costs like internet, water, and electricity.

The con is obviously the cost because in addition to waiting a long time for permit, it requires serious structural changes + roofing, etc. 

Why is the roof ok to do while they’re in there still? 

 @Nathan Gesner Funny you should say that as that is what we did yesterday ..we actually lowered it to $1685 and it looks like we have a renter  hopefully  ( fingers crossed ).Income verified , credit score etc It’s a bit low for me but we can get the mortgage paid, the heloc payments and the roof payments and still put some cash flow in  reserves each month as we will pencil out a bit.

Since you've already covered three treatments, you could offer a good-faith rent concession (e.g., a one-time reduction) without admitting fault, which might maintain a positive relationship with the tenants while protecting your interests.

The seller will act as lender 2 and give a loan for $40,000 to cover acquisition and closing costs.