Not that I plan to live in or even visit the US anytime soon, but I don't want to deal with winter-related issues like heating, de-winterizing a home etc. 

Thankfully I have no property in NY.I loved this quote which shows just how clueless people are about housing issues:“Housing instability is at the root of so many problems facing our city, such as exacerbating homelessness and hunger, failing to meet our children’s educational needs, and undermining public safety,” said the CWTU in a statement.

They focus on safety issues, such as wood rot, water damage, and structural integrity of balconies and decks.

Maybe not anymore, for now: https://natlawreview.com/article/texas-federal-court-issues-nationwide-injunction-against-enforcement-corporate

the issue is the $200K investment does not add any where close to $200K of value in most single family zoned areas. 

Why are you entering a hospitality business to automate your (im)personal responses when guests have an issue?

According to the article, around 5% of the properties are being bought by investment companies, leading to concerns that regular homebuyers are being priced out of the market.1) Do you think this could become a long-term issue, given that the current percentage of investor-bought properties is relatively small?

@Nathan Deutsch Welcome TO BiggerPockets If you are not comfy with privacy issues while house hackingyou can try  a  FHA loan or start with a partnership to buy a STR etc

.- You can buy additional properties and DIY manage those, perhaps leaning on the PMC for any issues you're not sure how to handle on your own.Good luck:)

After looking at your post, I realized it's probably necessary to have a dedicated real estate attorney handle this issue for me since it's serious and I might make a mistake big enough that probably will cost me too much money to fix.