Long story short, I have no primary home and the property the guesthouse is being built on is a LLC with 3 years remaining of 20k PPP.

You should look at AirDNA for information about short term rental in the area.

I find myself enchanted by short clips of deal analysis (SFH though MFH also works).Do you know where I can find channels of youtube doing it?

Given the short-term nature of mid-term rentals, including utilities can make your property more attractive to potential tenants, but it’s essential to factor that into your overall rent pricing.The best way to go about this is to ensure your listing is visible to your target audience.

Quote from @JooYung Choi: Have you considered purchasing a short term rental?

My two cents but the ship has sailed for short term rentals in this market.

Like creating a stock portfolio, you could invest in some high appreciation markets and have some cash flow ones to offset the income.If you are thinking long term, appreciation is the way to go and generally at the higher price points.

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My wife and I own it together, but i may be able to buy her out and keep it as a short-term rental without spending all my personal capital.I’m looking for advice on financing options, buyout strategies, and any creative solutions others have used in similar situations.

Another thing to add is the regulations, HOAs and Cities are imposing a lot of regulation on short-term rentals or rent by a room, I have seen some HOAs regulate the amount of people authorized to rent the property too.It requires to do a lot of due dilligence to begin with mainly in such big house.