But because prices are high across the board, maybe pay the loan off now and then maybe by the time the next crash comes around you'll have all the money ready to jump.

I count on a market crash.

2 new bathroomsflooring throughoutpainting throughoutNew plumbing, likelylight fixtureswindowslandscapinggarage doorsinterior doors/trimExterior paintingGarage shingles (barely any pitch but still has shingles)Garage slab 1" crash down the middle.Misc framing, drywall repairs, backspalsh, etc.I will update the list as I am sure I am missing a few items and provide more pictures after the renovations are completed.My initial estimate was about 70k in repairs. 

Bottom line, yes, the market crash back in 08/09 caused this.

The oil and gas crash, also spurred an innovation ecosystem in Calgary, and there are many entrepreneurial groups trying to diversify Calgary so we're not driven by commodity prices.

What factors/metrics do you look at to determine if a market is crashing or shifting?

Over the years i have been extremely passive with the business and never took the time to really learn how to property invest in real estate, i just assumed i was doing things correctly, i didn't know how to do the numbers, just went with the flow.Since im down to 5 rentals and i made a very small amount of money selling off the negative cash flow rentals that just never recovered from the market crash in those 2 areas, since i bought to high in the peak of the market prior to the crash. i decided to apply for a mortgage to purchase another rental in my local area using some of the new knowledge i have learned recently, but after applying for multiple mortgages most of the places i applied basically said no, that cash flow to money lent to me is in a risky zone, basically i own properties that were not bought with rental numbers in mind, so turning them into rentals they barely cashflow except for my very last property i purchased that i did basically a flip on, that left lots of room between the mortgage payment and rental rates in the area.

After the late crash I put down earnest money in the amount of the full offer.

It was not purchased as a rental at the time, but due to the crashing market, it was/is underwater and I had to convert it to a rental because I couldn't sell it.  

What we have been finding since we purchased it, it that there is an unpleasant drainage problem by the front stairs.