Statistics on people's insurance coverage amounts shows that they are VASTLY underinsured. 

Statistically 1 in 3 in this thread would go broke within 5 years.

How you do it, with some statistical certainty, is to reverse engineer the algorithm.

Don't use bold subheadings3.

By year 30 (using a 3% lapse rate for years 21+), about the time of retirement for someone buying one of these upon residency graduation in their early 30s, 77% of those who purchased their policies no longer own them.”Source: https://www.whitecoatinvestor.com/the-statistic-whole-life-salesmen-dont-want-you-to-know/

I'd love to go back and tell myself not to worry so much and act more boldly!

(they might think that anyways with 2)The Why:The issue with doing more than 1 or especially more than 2 in the beginning is you don't have enough time or money to get enough volume or market saturation to reach any statistical signficance.   

Fuel for the day: A bold dark roast coffee from Bulletproof and some protein from Pilgrims Jerky.

I would check on airdna to estimate how much based on statistics that it would make as a short-term rental.

Bolded for truth.