Seasoning for conventional loans is 12 months, but DSCR is really competitive right now and YMMV on seasoning for those.

Does seasoning start when the property is bought? 

I took on some debt to prep the property and hope to pay it off this summer—our peak season with lots of river and swimming traffic.It’s a 3-bedroom that currently sleeps 6 (king, queen, and a queen sofa bed).

I was told by another investor that I will run into a seasoning problem, but i don't see how if i don't plan on refinancing.

And I keep my deals clean.Life is good when you are bullet proof.

Question is, without the land deal, would you have "bitten the bullet"?

I am assuming you know about this, but you may want to consider doing something like a Wally Wrap so that you have an asset to show your next lender prior to your note seasoning.

That being said, liability is often the biggest concern with short-term rentals, and the underwriters have agreed to offer a general liability only policy." maybe dodged a bullet.

I interact with first time house hackers / seasoned investors on a daily basis.

Hey @Troy Smith we don't have a seasoning period if you had done your fix and flip loan with us, in your case, you would have a 3-month seasoning period for our DSCR loans.