However, if you’re not ready to jump in yet, you could spend the next couple of years building your savings and learning more about real estate to feel more confident when the time comes.

This can extend timelines and add layers of bureaucracy.Mission alignment: Many non-profits are cautious about selling assets if the sale could appear misaligned with their mission.

I will figure out what to do with it when I get to $20M, but it will probably just be finding new ways to improve built environment along with travelling more and spending more quality time with fam. 

Focus on tax-saving strategies such as cost segregation studies and bonus depreciation to accelerate deductions.By qualifying as a Real Estate Professional (spending 750+ hours annually and materially participating), you can offset your wife’s S-Corp income with real estate losses, reducing your tax liability.

I’m unable to invest in areas familiar to me as I’m priced out of suburban NJ where I was born and raised.I’m looking to spend $150-$180K on a condo and will need to research viable areas.

Rather than just spending the money on a rate buy down. 

Sometimes people get paid and if they can pay their rent immediately they will but if they can't they may be tempted to spend it elsewhere. 

@Chris SeveneyI think those that took short term debt, trying to extend their terms, and now that the 10 yr has shot up, it's gonna be very interesting.

I'm going to reiterate what's already been mentioned above, but I'm going to actually give you examples of why it's relevant to you to find a U.S. tax professional.1 - You're going to need to file U.S. taxes once you have property down here, there's federal filings, state filings, and sometimes local filings too2 - Tons of tax treaties between the U.S. and Canada that are easy to miss and can cost you a lot of money (important one with rentals - effectively connected income - if the professional you talk to doesn't know what this is, run away)3 - The amount of days you spend in the U.S. needs to be tracked and if you go over a threshold, all of your worldwide income could be taxable by the U.S.4 - Selling real property means up to 15% of your sales proceeds might not be available to you for years (FIRPTA)5 - Lots of nuance at the state and local levels, which both want to take as much money from you as possibleMain takeaway here is that you should find a U.S. based tax person.

But if you have to jump through hoops or spend a significant amount of money to put it in might not be worth it.