Actually, given the opportunity to generate rental income and the potential for risk reduction via diversification, modest multifamily residences could be a prudent investment.Kindly feel free to ask any specific questions or seek advice before starting your next real estate venture.

Look at the whole market and all the factors that would effect income potential. 

I always prefer SFR because you can always build additional rooms/ADU to increase rental income and price of the property.

I’m active duty Air Force with less than one year to retirement.

I have a spreadsheet set up already but the "Short term rental, long term wealth" book didn't go into that much detail in estimating gross annual income.

I thought I'd retire once I got to this point but I love it so much, I can't stop :)

Then have a high savings rate by limiting spending to what you prioritize and maximizing income by focusing on what you know. 

I am retire from the military after 23 years , currently work as a program manager, and Luisa has 16 years in service and will retire in a few years. 

Choose the right property: Look for a property that can generate enough rental income to your mortgage and expenses, ideally with additional flow.3.

Specifically discuss with your CPA the ability to deduct depreciation expense over time, allowing you to deduct a portion of the property's purchase price as a non-cash expense, meaning you can lower your taxable income and potentially lower your tax liability.In other words, you can reduce your taxes by writing off expenses from your total taxable income.