@Justin JohnsonYou need money to get money (leverage) - having an fha mortgage did you put 3% down.Until you get 20%+ down it’s going to be more complex to get leverage and I would argue even if you could get leverage borrowing money with no reserves is a very bad idea

Assuming no reserves, just banking measures your breakeven on cash flow is $2625/mo.

Your savings is good, but your income won't support that many properties if you do them wrong and need to carry 15k min reserves for each one.Focus on what the next property should be, maybe upgrade to a two-family and see how that goes.

We went live in June and were very excited to see reservations book solid for June-August, then every weekend until Thanksgiving by mid July.

I've included an example below to help illustrate this.So different lenders have different rates (which do vary even for DSCR loans) but these are factors they all consider.See example below:DSCR < 1Principal + Interest = $1,700Taxes = $350, Insurance = $100, Association Dues = $50Total PITIA = $2200Rent = $2000DSCR = Rent/PITIA = 2000/2200 = 0.91Since the DSCR is 0.91, we know the expenses are greater than the income of the property.DSCR >1Principal + Interest = $1,500Taxes = $250, Insurance = $100, Association Dues = $25Total PITIA = $1875 Rent = $2300DSCR = Rent/PITIA = 2300/1875 = 1.23If a purchase, you also generally need reserves / savings to show you have 3-6 month payments of PITIA (principal / interest (mortgage payment), property taxes and insurance and HOA (if applicable).

If you win, they want you to win and they will set you up to bid high and fail.If you are talking about online actions, those come with a 5-10 percent buyer premium and often get ghost bid up and relisted until it hits their reserve.

I don't know if that's a reasonable concern or do you just plan on "X" number of months and hold it in reserves? 

So depending on your experience, if you are bringing a piece of land and some plans, I the outside investor would want likely between 80-90% of the equity if I am providing all the funds for closing, the experience, and the reserves, just to be honest on something like this. 

They do scrutinize a bit over the terms of the co-op, management of the co-op, reserves and such.

That said, for all reservations we collect payments on (this includes VRBO since we have an integrated account through our PMS) our charging schedule mirrors the reservation cancellation policy.