As a starting point: -If they work full time and make $700k a year -Don't want to or can't spend time self managing a short-term rental -Don't have a spouse who wants to take the lead on managing the rentals They are likely not going to directly reduce their taxable income with real estate year-to-year. 

Because they will get defensive if they feel you are pressuring them.

Apartment buildings, assisted living facilities, self storage, restaurants... 

Because they will get defensive if they feel you are pressuring them.

This client chose not to use our services and instead, tried to self-manage their primary.

Self-Employment Opportunities: Would it make sense to start a side business related to my rental properties (such as property management) to access more deductions?

Cash from self directed IRA accounts How did you add value to the deal?

. $215k is the offer that is falling through.It's not something we could self manage.

10) Knowing what to do if tenant is late on rent or doesn't pay.There's a lot more, but many here on BP self-manage and learn via "trial by fire".Of course, you can always hire a Property Management Company to handle it for you.

Self-managing is definitely the way to go!