I was a RE broker doing acquasitions for a large syndicator in the 80s in San Francisco / Sacramento market.. and thats what brought down their billion dollar buziness taking reserve money from good projects to prop up losers..

The Hunter - finds the deals, networks with brokers, risk tolerant2.

I personally live off of what I refer to as MLS broker negligence.

This is where a commercial broker can help you save money and time; When you interview any broker, confirm they have CoStar, CREXI, Catylist, their local MLS and Commercial MLS, are members of the local Commercial REALTOR council, and receive other brokers IDX feeds. 

The Hunter - finds the deals, networks with brokers, risk tolerant2.

As an investor and a broker I have been on both sides.

We have marketed the property through 2 local brokers and in house.

Does anyone know a mortgage broker in the Muskoka area that is good with rental properties and ideally is an investor themselves? 

An independent insurance broker should be able to provide coverage.

Ask your favorite mortgage broker about DSCR loans.I was told by my lender they would base the loan on AirBNB estimates of what my STR would generate, didn't even have to one day of rental on it.