Sometimes, that's going to mean going off-market and doing direct communications with the owners of the right places to see if they may be willing to sell. 

. $500k becomes $350k and throws off taxable NOI, etc.)

Start off with a SFH that you can get at least cash flow neutral on a long-term rental and let your education begin that way.

I currently also wholesale in my market and am looking for deals on my days off from my W2.

This is what I did with my first two rentals that were paid off.

Follow the Orange Line, get off at each stop, and get a feel for the areas.

My family owns a 51 Acre lot off of a main road in Lakeside, Michigan zoned as R-2. 

Mainly:https://www.xe.gr/ (the greek craigslist)https://www.spitogatos.gr/ (literally translates to "house cat")https://www.spiti24.gr/ (english version available)https://www.tospitimou.gr/ (english version available) Those are probably your best bet.Although, as far as I understand, there are lots of off-market deals in Athens.Let me know how it goes!

I sold off all apts, but overall it's is slow and steady investing in Winnipeg.

You'll have to put down 20-25%Getting the vehicle off your DTI will definitely help, see if your family member's credit is good enough for them to refi you off the loan.