It seems you're exploring Rehab Financial Group for your BRRR (Buy, Rehab, Rent, Refinance) strategy, which is great!

When I worked with a property management company, we had someone buy a unit (single family) that had a STR and marketed it as a STR.

However while people in Windsor doesn't have the luxury of high paying jobs that GTA residents have, is it just a temporary fever of buying houses, or there is really something going on in this city ? 

They’re buying themselves a job.

And although I'm grateful to have found another lender to get it done, it cost me more money in points, a higher interest rate because of the current rate was higher than previous, and I had to buy another appraisal for $750.The response I received from one of the founders of the company states: "We are not able to refund any amounts at this time as the time of quality control has passed....

Investment Info:Single-family residence buy & hold investment.

Split the $20 to buy yourself lunch and dinnerIf you are on the road, daily per-diem should cover a lot of your day to date living costs.If they send you on the road, you can potentially airbnb your house.Best of luck!

Again, I do not want buying the multi-family home to block me from accessing lending for the second home when I move.- Does anyone see any flaws or can offer some improvements/considerations to the financing strategy of this plan? 

So did you buy the $15,000 course? 

Some say we have to buy the house with them or we paid too little for the property and finally after going back and forth and submitting all our paper work and paying for appraisal they now tell us they didn’t realize that the property had so many bedrooms and they said they do not loan to properties with so many bedrooms.