Weather cools, people are busy with school, resting from summer, prepping for the holidays, etc.

I understand if that is all that is available in your school district.

Have you thought about targeting mid-term rentals, particularly given the med school proximity, or STR given the hotels nearby?

That curriculum you are following was designed for you by the school this way. 

My main concern about actual house hacking for a few years in a row is that we don't want the kiddos to have to change schools once we relocate up there.I'm thinking about getting an appreciation-oriented duplex/triplex in a pricier market with good schools that we could stay in for several years, and saving for an actual cashflow property that'd we buy as an investment property instead of a house hack.

You want to consider the quality of tenants you get and being in a central area means people can get to their jobs / school conveniently.

It's so hard to say generally what problems might come up, but the first that comes to my mind is work history - do you have 6 months on the job and a 2 year work/school history? 

Numbers get inflated by international students who are not, on majority, buying homes or staying past their schooling.

im a high school student and I’m very interested in real estate investment and would love to hear some suggestions on how to get started.

Then he got "too cool for school" and became a free man again.When you click the quote button, you can delete any text you don't want to include and only leave the text you do want to quote.