I think if you can get a good team, hopefully a good handyman, plumber, know of a good electrician and a good HVAC or furnace guy depending on where you live, and follow through with late fees and posting notices when someone goes past the late fee (you have to train your tenants or they will always take advantage of you) then you will be fine.

Pick a train or subway going 30 minutes outside of town and start looking or developing. 

The information at the general meetings and the weekend training is excellent and for member very cheap.

As a new agent, I suggest going with a big brand name brokerage that has good training like a Long & Foster (Who I work for), Keller Williams, etc.

I would spend summers working at job sites so the construction aspect is not foreign to me.I am also a trained CFP, certified financial planner, so the numbers aspect is not confusing.I suppose the main challenge I have is actually buying a house.

I heard Keller Williams is a good place to start - they have really good training.

This should be very easy for you with your engineering training.

I plan to do a lot of reading, watching training videos, listening to audio books, and talking with people to educate myself.

You want to find a company that offers weekly and/or monthly training.

It is always good to see more Canadian's, Maritimers especially, here ... and a Bluenoser to boot.Congratulations to you and your wife for pursuing training and certification(?)