Do number, size, or area of investments owned play the biggest role in that decision? 

If you’re newer to real estate, role-play scenarios with a mentor or colleague.

With a 3-5% down FHA loan, I snagged a cozy home in a hot spot, worked from home to play handyman, and created a hedge against the "what-ifs" of life.

It is a very safe play.

One of their so called instructors from one of the training sessions asks the students to go to the five star hotels, or go play golf, or go horse riding, or go hang out at the high end night clubs for the sake of fund raising.

You have to tell people if a toy is broken, missing pieces, or might explode when played with.

Should I play harder and get into land development?  

This one will cash flow a little when we move out but it was a bit more of a long term play for us (5-10) years, so we need the time to make it worth it.

Real Estate is a long term play. 6.

The key is to standardize property quality and management systems, which would appeal to buyers seeking scale.If you’re thinking long-term, holding these properties for cash flow while leveraging local appreciation is also a strong play.