how long do things sit on the rental market?

You are getting good advice.I use a PM now, but when we were self managing we used the application our screening company provided with an additional page of additional questions I wanted to ask to support my screening point system.I ask more about address history, I want to know how familiar they are with our neighborhood and how long they stay on average. 

My house hacking criteria for the last few I have done has been to buy the most expensive 3-4 unit I could with it still at least breaking even after all expenses as a long term rental.

The implication is they want to effectively terminate wholesaling as a business practice. 

I know a couple of Americans who have gone so far as to repatriate to the US for a couple of years - long enough to no longer be a "tax resident" under the J tax regime - in order to complete a shuffling/1031 rebalancing of their US portfolios. 

Sometimes, having a reliable tenant stick around long-term is more valuable than pushing for an extra $100 a month.

I am looking to build a SFR for short-term rental, would be my first-time new build.I have engineer plans for well and wastewater stamped by the state of VT for up to 4 bedrooms.

Oh, and the rogue syndicator who took advantage of us all was a darling of theirs (LU's) only a year before he "broke bad", and had subscribers from some of the long-time, experienced passive investors in the group, including a mentor or two and the executive vice president, herself! 

High paying local jobs.Monthly cash flow: $306 /moIncome:  $2,250 /moExpenses:  $1,943 /moCoC ROI: 2.69%5-year annualized return 4.91%   Mortgage payment $1,394.53Rental income: $2,250/mo Expenses: $1,943Loan detailsTotal cash needed $136,739Purchase price$ 336,990Loan amount $206,990Loan term 30 yearsInterest rate 7.1%Monthly expense breakdownTotal expenses $1,943Mortgage $1,395Taxes $280Insurance $47Variable expenses  $180Fixed expenses $42Monthly Fixed expenses: $42 electricity $0gas $0water & sewer $0hoa fees $42garbage$ 0Other$ 0Monthly Variable expenses $180Vacancy $180Maintenance $0 (new construction)CapEx $0 (new construction)Management fees $0 (self manage)ReturnsNOI$ 20,412CoC ROI 2.69%Pro forma cap 6.06%Purchase cap 6.06% 

In the ten-year period beginning with Q2 2014, the South Bay submarket has experienced the greatest introduction of new inventory, 8.3 million square feet, amounting to 27.8% of all new competitive stock added to the market.Asking and Effective RentDuring May, asking rents built upon April's 0.2% decrease, declining by an additional 0.2% to $12.82.