Staying local and house hacking—especially now, before kids—gives you so much flexibility to set yourselves up for long-term success.Your financial foundation is super strong, and house hacking a quad sounds like an amazing first step for you two.

It seems where you've chosen to move doesn't line up with your goal of reaching financial freedom?

If you need financial help, ask under the "Finance, Tax, and Legal" forum.

Even if I were to rent it out on Airbnb, the cash-on-cash return isn't very attractive.Specifically, I’m concerned about:High mortgage payments and the financial strain it could cause if the property doesn't generate sufficient cash flow.Cash-on-cash return is low, even with high-revenue short-term rentals.My Questions:Risk Mitigation:Any strategies I can use to mitigate the risks associated with owning a high-value property with a large mortgage?

You don't want them to just be financially qualified but you failed to investigate how they treated their past two apartments. 

keep it to 1 page is my best advice and simple. have financial returns broken out beforehand 

When buying a laundromat, it’s crucial to evaluate the financials carefully.

So just something to think about.I would be looking hard at their financials, and I would look hard at what capex is needed. 

I feel like in today’s day in age there are so many tools for STR operations and I cannot believe there is no integration for a merchant of sale transaction or some kind of financial app/ software that can take the remitted taxes and pay them to the government automatically.

An article from The Mortgage Reports explains:“The amount you need to put down will depend on a variety of factors, including the loan type and your financial goals.