It’s essentially the wealth you’ve built through homeownership.

This self claimed "Drug Addict to CEO" doesn't pass the sniff test in my opinion.

Being prepared for these hurdles can make all the difference in achieving long-term success.

If they over-promise and under-deliver, transfer the next property to a different PM.

If selling properties, a 1031 exchange defers capital gains taxes by reinvesting proceeds into another investment property, while Opportunity Zone investments can defer or eliminate capital gains tax over time.Long-term rentals should be held in an LLC for liability protection and tax efficiency.

The won't insure you or they will jack up the price considerably. 

A little over 15 years ago, in the late spring of 2009, I was a brand spanking new real estate agent coming off of a miserably failed real estate investment venture.

My question is what have people used with success to best track their time/investments over the year?

Previously I'd always used Stessa, which has a great Net Cash Flow statement view, breaking down the usual income/expenses, but also includes a section for Interest/Principal, and another section for CapEx. 

@Jacob Dalton - I have been a landlord in Chicago for 13 years and as an investor agent I have worked with 200+ investors on the north side of Chicago over the last 10 years.