Purchase price: $295,000 Cash invested: $50,000 Single fam home, desirable neighborhood.

I am not sure what type of real estate investing you're considering, but it sounds like, with your family and busy job, you won't have a lot of time to be hands-on or personally involved. 

My answer would certainly be highly dependent on his own emotional make up, his desire to relax and travel, his willingness to delegate and outsource, etc.

They paid their portion of the rent.I have found a lot of investors bring their personal or political feelings into the investing conversation. 

Personally, I like to target 30% equity retention in each deal.- Section 8 income isn't guaranteed.

If property is done right even in todays market you can hit 1% rule and attract very desirable college students.

(Starbucks / yoga studio / craft brewery /boutique cookie,coffe or ice cream shop  are the easiest targets)-Activation of dormant retail sites-Increased foot traffic For B to AAbove also apply-Home valuations (are homes in the increasing at rates above nearby or similar neighborhoods)-Is it walkable or are projects in place to make it highly walkable for residents-Is it near highly desirable activity centers -is it unique (for example - Can it get historic designation)

They are often located in desirable neighborhoods and are close to good schools.

Quote from @Trent Reeve: Quote from @Don Konipol: Quote from @John Brown: I have a friend with a property in a very desirable location in Texas that I believe would be great for STR.

That also plays a major role in what to do. end of day stocks and real estate over time provide the same return on average - so it is really based on the individual, their experience and desire Thank you.