One issue with the idea, though, is that I live in Wisconsin and have a semester of school left before graduating.

I would have stuck with medical school. 

For background, I'm 27 and she is 26 and we both just graduated with masters degrees and started our professional careers within the past 2 months.

It's like school eventually you'll graduate and need to go practice what you learned. 

When you're ready to expand into rental properties after graduation, focus on understanding financing options like DSCR loans, which are great for rental portfolios since they’re based on property income rather than personal income.

We take advantage of the opportunity to withdraw, tax free $10k per year to put towards his private school tuition.  

You also have business knowledge from school, so you can potentially run your own trade business smoother than most trades people do.

After High School, I went to College and then worked 2 years to help support my family.

In the meantime, focus on positioning yourself well—secure a W-2 job after graduation and commit to saving aggressively.

I graduated from Umass Amherst a few years ago and am trying to pool money with a few friends from college.