The property has walking access to local parks with playground as well as nature walks.

I have been a long term landlord but have never dealt with insurance companies or contactors (lucky me).There was a natural disaster to my rental home in Texas and the insurance company came out with the adjuster and gave me the amount they think that will cover the damage.All 3 bidding contractors said the amount is too low and if they get the contract, they will put in supplemental claim later on.

It can be "little" down or "someone else's money down" but don't make the mistake of thinking you don't have to have some skin in the game.

From a lender's perspective, you sound look like a very risky borrower.Hard Money is an short-term alternative to traditional bank loans and is more suited to rehabs and flips, but any lender is: 1) Going to underwrite the deal to make sure the numbers make sense, there is a clear upside, and plenty of wiggle room (and thus will expect you to come to them with a very clear picture of exactly what needs to be done, including a scope of work, detailed costs, and contingencies), and 2) Expect you to have skin in the game. 25% is pretty reasonable, actually.

If the environment is hostile, compliance alone may not be enough.Markets That Are Generally STR-FriendlySome cities naturally support short-term rentals because tourism is part of their identity and economy.

Putting some skin in the game is always preferred.

I am doing my research on this market,  is anyone here familiar or have any skin in the game?

It is difficult to find reliable comps for individual room rentals, which makes it harder for them to confidently justify the income you're projecting.Perceived Higher Risk: From a lender's perspective, renting to multiple, unrelated tenants can signal:Higher Vacancy Risk: Turnover is naturally higher with individual room leases.More Management Intensive: More tenants mean more potential for issues, which they worry could lead to neglect and property deterioration.Business vs.

Saw it a few times, took notes, he knew I would stop using him... but it wasn't awkward, it's just a natural transition I think.You're smart to want to get in the weeds of learning the foundation game. 

You will grow thick skin quickly.