Think about what would make your rentals more attractive than what’s already available—whether it’s high-end amenities, themed experiences, or a community-focused approach.If you’re open to chatting, I’d be happy to brainstorm ideas or connect you with people who have experience in this space, only know a few but happy to make any intros I can to help you out. 

A member of the association who is not on the board would probably not even know if they were selling.

For a variety of reasons, including keeping this potential project "need-to-know" only right now, I want to get a ballpark estimate with full understanding that the goal posts could move in either direction as the project gets more discrete. 

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).

Does anyone know how to go about it?  

I know several local companies that really actually want to do a good job so they don't charge anything to cancel the contract.

Feel free to let me know if I can help you.

Let me know how I can support your journey!

Gotta know, by the #'s, if the juice is worth the squeeze. 

Something between #1 and #2I know the answer is probably something like "however the numbers work best", but I'm looking for general guidance.