I think there exists a middle-ground between high-end and what is referred to as lower-end (student or housing also referred to as section8).If  you talk to people that do nothing but high-end they say they get good-great cash flow now and if you talk to those investing in lower-end they say the same.

Move at your own pace; don’t feel pressured.Getting Around: Rideshare or public transit works.

I think you're right, the lack of control is probably going to be your biggest emotional hurdle.There may be some middle ground that softens that blow up. 

This was a problem 10 years ago, and it’s even more critical today in our hyper-fast-paced world with ADHD-inspired scrolling.

Haven’t done it, but it seems to be kind of be a middle ground between returns and risk tolerance. 

There's more value and price/annual gross rents ratio in the middle and right part of the map.

Another, scarier story I have is from when my business partner at the time and I were touring a house that'd been vacant and on the market for a few years, deep in the back woods of Vershire VT, real middle of nowhere town that has fewer residents now than way back in the 18th century.

most insurance carriers are middle men who broker a connection to a construction policy carrier and add 10% on top for themselves. the key is to find an insurance broker that the construction policy company pays to derive business for them so you get your policy at cost and will help shop with multiple providers to get you the most competitive terms 

It goes deeper than that.NYC Liberal policies, including strong tenant protections, increases the risk of failure so much that the risk far outweighs the rewards.Financial ruin is just around the corner for the small Mom and Pop Property Investor that it doesn't make sense for them.The Tenants will have free Attorneys that are bent on delaying eviction cases so long that it stretches into years while Mom and Pop suffer from lack of rental income and still have to pay all the bills and do the management.Additionally, the increase in homeless living rough in the streets due to Sanctuary laws causing a lack of shelter beds, then evicting shelter residents after 30 days creating more homelessness, policies that tie up the Police's ability to arrest perpetrators, etc. only causes Mom and Pop to sell out at large discounts to larger Landlords who are capable to use Economies of Scale to eek out a profit.These larger Landlords will eventually turn a much higher profit as the pendulum will eventually swing towards the middle when the NYC Voting population eventually realizes that it's not a conspiracy of the Rich that's causing the Wealth Gap to increase.It's the same liberal laws that encourage people to become lifelong tenants, small Entrepreneurs (including Property Owners and small Mom and Pop Businesses) to be destroyed, and Rents to rise astronomically as housing becomes scarer even when the population declines by as much as 7% in the last several years. 

BTW is this a pace morby strategy?