Does it matter whether I manage the property myself or if I hire property manager?

Who did you end up hiring?

That made me think that I was ready to Hire VA's without the proper infrastructure in place.

They get a great, safe, steady return that is WAY better than what they were typically getting at a similar risk profile, and we get to 'make money from our time, knowledge and talent'.

I don't plan on ever holding or mortgaging the property especially since it won't cashflow.In my this sounds like a pretty straightforward play given the steady growth of the area's tech sector which I believe will actually be accelerated given a lot of tech companies are looking to open satelite offices in Canada due to the encouraging adoption of remote work, cheaper and abundant tech talent and uncertainty of american immigration causing a lot talent to move to Canada.The biggest risk I see is whether or not the specific property I buy will be in demand in 3 years:Who are the demographics that will actually be buying homes… not the 22-24 year old coming out of school and working at a tech companies but perhaps the late 20s to 30s folks who are settling with a partner and kids.

The Certified 203k Contractor that you hopefully hired can help you and the lender through this. 

Read Tom’s book and then hire your own local CPA for any additional support.

Your situation is complex enough to warrant hiring professionals to help you.

Job growth has slowed in recent months, and worse, employers in most industries appear reluctant to hire new workers in the face of deep uncertainty about the course of the virus.

One or two of the right commercial properties can provide the income you're looking to replace and based on the description and talents of your team you could easily get there in a year or less.