Thanks again for the responses!
Four Pillars: I think I would likely purchase as soon as I moved back, though it's hard to say. I'm leaning towards investing half and applying half to my debt. Though if I'm only looking at a 4-5 year window before needing the funds again, I may be better off just putting them in a HISA?
GeniusBoy: Thanks! Definitely thinking I'll sell. The hassle of being an absentee landlord and the interest compounding on my debt makes me shudder.
The Royal Mail: The real question is who hasn't come talk to us? The big 5 banks, National Bank, Investors Grp, and about 10 other wealth management companies have given talks. Up until this point, my classmates and I haven't actually earned any money, so no one (that I know of) has had much interaction with the companies. It will be interesting to see what happens.
In terms of future location... I'm from a rural community, and if you'd asked me when I started med school, I would have told you I was going back with no hesitation. However, about half way through, I was drawn to a specialty that requires fairly specialized and centralized facilities, so I'll likely be forever-tied to academic centres.
Steve: Wow! Thank you very much for running that! Amazing! Though, admittedly, it was a little freaky to see the years and my age run by like that.
atrp2biz: I do have disability coverage under my resident's union, but it ends when residency ends, and I want something that I can have when I'm self-employed as well.