I think it's a big goal for most investors, especially Canadian ones, and an impressive feat to reach at such a young age!

Try the company you find in the profile of @Tim Norris.

Ad ran for 30-odd days (Aug 8 - Sep 7) and generated 104 leads (55 email; 49 phone) with 10K search impressions and 516 unique visits.

Brian,To a post with a similar question/profile, I recommended a range of summer ideas (from hands on maintenance for a property management firm, to doing signs or showing prep for realtors) but if you could land something at a REIT even better...

I see your profile says Chicago.  

My father in law was so impressed with the organized presentation.

Very impressive for your first post.

The few times I have gotten off the freeway for gas or a restaurant, I wasn't entirely impressed with what I saw, but again, I never ventured much further than freeway close.If you think you have a deal, you better get a good contractor to go through that house with a keen eye and a sharp pencil while you still have time left on your inspection period.

Just eyeballing your profile and where you are at, I would say Buildium would be more than sufficient.  

But its indisputable that a retired 65 year old with no earned income should have a different risk profile than a 25 year old doctor with years of high earnings ahead right?