As I said, the piece I am missing is the mentor.

@John Humphries - without knowing your contract, I would not let missed payments go to far down the line, I would recommend maybe its time to have your atty review the contract and reach out to them.

Sorry I missed this and thanks for sharing your story.

@Felicia Vinces it sounds like you missed our Year End Live show and Podcast of "Real Estate Notes Show' where 2 15 year experience note investors break down what makes a note valuable.  

I'd also worry about the showings and if someone steals something from the tenants (or the tenants claim something is missing).Focus on getting the most you can for the property.

The best investors use both—leveraging technology to streamline the process while relying on their expertise to identify the nuances that software might miss.

It can provide a very misleading valuation.Your appreciation numbers reflect just below 4% a year (I used 8 year hold) on both properties which is below national average for this period and below what neighborhoodscout depicts for Chicago 10 year average. https://www.neighborhoodscout.com/il/chicago/real-estateLooking at this from the outside, I am missing a lot of details such as your interest rate, is there a prop tax benefit for long holds (by the way look up prop 13 for CA at some point as it may play a role in your decision to purchase once you relocate to San Diego), the neighborhood, appreciation potential going forward, any emotional attachment, etc.  

@Grace Tapfuma I have no idea how things work in Australia but if I were you in the US…Don’t sell the business.Businesses usually sell for a much lower multiple of their products income than real estate does.To be honest, you’ve built out a lot of infrastructure to create a successful business and maybe reinvesting in it would create a much better return on investment.For which you could reinvest those future profits into real estate, once you’ve scaled your business into a money making machine that isn’t so dependent upon YOU to drive the bottom line.I had a friend (38 years old) just recently sell his medical device company for $30M dollars and now he’s using this chapter of his life to passively invest in real estate ventures.Meanwhile, I’ve been toiling out here for 19 years as a real estate investor and I’ve built a portfolio worth $18M and have a net worth of $5M at 41 years old.Sometimes the grass isn’t greener on the other side.Correct me if I’m missing something!

How do you know they're not missing any lean releases from any of their subs?

Still, if you aren't whittling down the number you are analyzing financially to a small subset you see before deciding what to do, you are missing an essential part of getting to the tipping point of expertise in your field.