You have to know the market before you build a plan and I don't think this market supports your intended plan.

My goal is to make this property available to insurance companies, disaster recovery specialists, and individuals displaced by fire, flood, or other catastrophic events.I am seeking guidance on the most effective approach to market this property, specifically:Recommended Insurance and Disaster Recovery ContactsAre there specialized companies that manage temporary housing for insurance claims?

I think you have the basics of meeting partners and people to work with in your local market and seem to be well on the way with two deals going already so big congrats there!

What strategies have worked best for marketing midterm rentals in secondary or smaller markets like Portsmouth?

VA loans are the only loans that allow this, and there is no rate penalty for it no longer being your primary home.With that in mind, you could do a cash out refinance today at a higher rate than current market rates which will create profit on the loan, we can take that profit to pay for your closing costs.

I am trying to figure out what to do with this property and would love to hear your thoughts or ideas around this.The rent is below market but the apartments arent updated.Options:-We could keep the property and make the repairs, but would be at a loss for a couple years until rent covers expenses.

This allocation should be based on the fair market value of each component, typically determined through an appraisal or the values agreed upon in the purchase agreement.

I'm happy to share my experience with this market if you'd like to message me to set-up a call. 

AirDNA – This is my go-to for market research.

Since the 10DLC regulations went into place in October 2023, texting is my number 1 marketing channel.