Steven,I am afraid, I must take issue with your statement as it is more stereotype than truth.In Canada, we have marginal tax rates which progress as income surpasses increasing thresholds (brackets).  

That is a risk no lender I know will take.100% financing is a myth perpetuated by people that sell seminars to newbies.

The important part of this story is to remember that I bought this property with no money down, spent $10K on the rehab, and then refinanced the property allowing me to gain a cash flowing property and getting me my fix up money back so that I rinse and repeat the entire process over again in perpetuity.

If you are approaching a private seller for a sale when they are on hard times, how do you get over this stereotype?

Initially I thought it would be an additional revenue source; however, poking around I found that the owner sold a perpetual easement to the billboard company.The easement is written fairly broadly, and even contains language allowing the addition of antennas and other telecommunication devices.Two questions came to mind.

HOA fees are perpetual.

In my opinion, that is the only real true way to release them from the perpetual debt servitude they exist in.

Slowly learning... also I think being a female has its own unique set of challenges (mostly from being stereotyped).

Once you've hit that perpetually-sustainable increasing income - live your dreams like never before!

Overall, this strategy is less work, less risk, and earns a higher return than the stereotypical turnkey duplex.Alternative 2: For those willing to assume more work and risk, in exchange for a higher ROI.