It is typically not reasonable that you would have two second homes in the same vacation area and there are now more technological advances to prevent this from happening. 

What technology and automations are you using in your business that looking back you can't live without???

- Not easy, but the difficulty is just in putting in the work every day without fail.

The Capitalistic force that is America PLUS the evolution and disruption of technology in Real Estate will be the major challenges preventing such as a ban. 

Even though I leverage professionals to perform work on our rental properties, and technology to self-manage the homes, the ability to drive to the property and put eyes-on if needed is invaluable. 

That being said eventually as you grow and want more business you’ll likely ramp up a marketing budget to get more leads.Typically in these teams marketing costs are covered but there will be things you will be asked to pay for like your license, mls access, realtor board, and maybe a monthly desk of technology fee.

Looking for any tips from other Airbnb hosts about what technology is essential vs just nice to have.

The software itself does not work well, their "deep trace" technology hasn't shown me much of anything on most of the calls that have come in.

@Daniel Kimthx for the comment. i should have made a stronger empahsis as to" inlaws"to the point where I dont mind buying the house for her or paying for the mortgage if shes ever sick or whatever life may bring.just wanted to take this as an initial step to RE investing to feel the mood~.and wantrd alittle more insight on technical difficulties or how to situate taxes. bank accounts and whether i should out this in my personal or open a S.corp.I should add that i have 2 retail stores and take home more than 100k extra in dividends on top of my 130k salary so a 100k home in suburbs is not too stressful in the worst case.Also wanted to watch the market and let my savings grow to 300kish in the next 1 to 2 years before i go house shopping in nyc suburb's. greatly appreciate your feed back !!

@Mike Morris I am mentoring a few people new to investing and I use the following definition as a starting point:"Mentoring is the use of experiences, good and bad, that the mentor has updated so they apply to the current times (and technology) to help the mentee to achieve similar or even bigger goals faster than the mentor did."