For us to guarantee a deal, it is contingent on them making reasonable effort (3-5 hours/week consistently, for example).

I hadn't thought of these strategies before, but I'll definitely give them a shot.

Buying a second home to rent out is a solid strategy, but be sure you understand the cash flow, including mortgage, taxes, and potential vacancies.

2.Are there strategies to reduce the required down payment or secure better mortgage terms?

I wish I had the experience to use your strategy.

There are so many great strategies to help you scale your portfolio, so I understand your desire to find the right plan and avoid mistakes.

What I found with Airbnb's pricing is consistent with the above- their recommendations are for lower pricing (and not in the host's best interests).

I'm going to have to learn some more about how to better identify the markets that are appropriate for my investment strategy. 

My cost basis for my properties are consistently off from my tax returns because Stessa will include everything in the basis even though it shouldn't be.  

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.