I wouldn’t touch long-term rentals as the laws are extremely in favor of renters.

This strategy takes advantage of forced appreciation & favorable primary residence financing. 

Hey @Phillip Austin, With the popularity of house hacking in Denver, especially rent by the room, I think you'd be doing yourself a favor by offering rent by the room property management.

Assumable VA loans are an excellent opportunity to secure favorable terms, but there are specific rules regarding who can assume these loans.

If there is one thing I would do different is: I would invest Out Of State in markets that had sustained growth, strong job numbers, were safe and desired, and had favorable Landlord laws. 

It has not been favorable for both parties.

It offers affordable housing, solid rental demand, and generally favorable landlord laws.

This allows you to pivot when you can get a more favorable situation.Renting:Pros: Flexibility, less upfront cost, maintenance covered by landlord.Cons: Limited equity building, rising rents can strain affordability.Buying:Pros: Potential for long-term wealth building through equity and appreciation.

The answer is yes, 2nd lien DSCR loans exist and more than one lender can do them, but you would probably have to up your credit score to be able to get up to a total of 75% ltv between 1st and second lienOtherwise, you would have to get lucky on a favorable appraisal.

I don't know your specific market all that well but have you done some analysis on your ADR during the high season X your high season occupancy rate and determined whether taking lower priced slow season bookings vs letting your property stay vacant during the winter averages out in your favor?