getting back to your original question, your con list is pretty formidable IMO.

I already switched over the minimum days on Airbnb but wondering what other channels have worked for you and what the average lead time is for mid term reservations. 

Hi all, I am currently in the process of buying a 1 bedroom condo in NY and I do have 2 other condo units as long term rentals, I am thinking of converting them into Mid-term rentals,   I tried making comps on Furnished finder to see if there is a demand for Mid-term rentals in my area, I see that most of the rentals listed are sitting there for months without any bookings, I Can not decide if Mid-term rentals works in my area, Would love to hear your advice.Thank you very much!

Additionally, I much prefer to either entirely defer taxes or be taxed as capital gains, rather than ordinary income as flippers are taxed.That said, I look for mid-teens returns, low risk, and low-to-moderate time requirement in my own portfolio.Here's an example: I have a friend who is a hard money lender, and she brings in passive investors to provide most of the capital.

My qualifications are that I've been a resident manager for mid-sized, commercial multifamily properties for a long time- but didn't deal with the finance side of things- just rent collections, day-to-day maintenance, rent collection, showing vacancies, signing leases, etc. 

I'm creating a business plan/strategy for mid/late 2018.

When I used to sell way back in the day when i wasn't yet an agent, despite the 'Principals Only' warning boldly plastered all over my FSBO listings, agents nevertheless lined up at my doors with the usual pitch even when notified in writing to cease communication, still wanting ERTS, throwing fits and all, sometimes even disrupting my open houses under the guise of bringing 'buyers ready to sign' that were 'on their way'  yet never showed.Granted over those years, there were 1 or 2 out of dozens upon dozens agents who were up for the challenge to compete with my own offers, but most others were just too greedy or whatever and just would reiterate the holdover clause like parrots, pretending to not understand holdover clause is why exclusive agency without right to sell remains a viable compromise and formidable challenge to truly measure up to.have you as investors (and/or as agents) ever had similar gripes with stubborn/aggressive agents who yet weren't up for the challenge competing with the owner(s) themselves to find the best offer that successfully closes?

I'm still on the waitlist for Mid-South, been well over a year. 

Hey @Ashleigh Galucia, you and your husband make a formidable team to start off in the real estate world.

Here is a link to Google Images for Mid Century Modern Staging.