I was looking at going the self-managing route due to me having a little more experience and mainly finding a great handy-man and GC in the area to help me if repairs were to come up from the tenant.

Your reasonable assumptions will come true!

Then financing for the horizontal ( toughest in my mind to get)Lastly vertical construction funding.and if this all lines up TIME  most places its 1 year to 5 years to get a project approved and ready for vertical.

While vacation rentals aren't a huge drop in the home supply bucket, they're not nothing, and any reduction in home supply for primary residences will eventually push prices up.

I just got a renewal and the policy went up 67%, makes it hard to consider continued ownership of the property.

Even if I start with one property and work my way up from there, I’m certain I can be good at it.

The 2 main reasons for increase were as follows:-Many carriers have moved out of Colorado or no longer offer coverage for HOA communities, so there’s a smaller pool of insurance companies to choose from.

Do you find that your listing inquiries pick up closer to the availability date?

As a direct short-term rehab style ender we lend to NEWBIES 100% of purchase & 100% of the rehab on 1-4 unit properties (in 18 states) up to 70% of the ARV.

Although you can call the existing reservations and give them a heads up and link to the new listing.