Are there any other red flags or even better, what words or descriptions peak your interest when looking at potential properties.  

A year and a half has gone bye and I realize this money is not going to last for my entire life if I don't start living very conservatively even with the investments that are made from within the trust, or enhancing my income. 

Bye for now.

I have lived in Colorado Springs for 7 years and in the Pikes Peak region for about 10 and I now manage Vacation Rentals/STRs like Airbnb/VRBO.

However the number of people who do not reach those peaks greatly outnumber the ones that do.The last thing I want to point out is that right now a lot of investor are buying in the midwest. 

I want to drive that up to 20%-30% returns with some CapexImprovements, filling more off-peak weeks/weekends and marketing/pricing ideas.I would be very interested to find out how to achieve better returns as one poster mentioned 3x on his rentals...that’s awesome!

Rotorua is at a peak it's not smart buying.

Though the podcasts have peaked my interest in starting a marketing campaign and wholesaling as I flip. 

And would you expect to pay the same for a $20,000 NOI property operating at its peak and a $20,000 NOI property that could possibly be $100,000 with maybe $150,000 expense?

However there are always hot areas and in demand that will always have a quick turn around once listed.Like any rise in prices the market can only take so much for so long and we have reached the peak and the normalization is here.