These seem like more supplemental insurance policies on top of home owners insurance.

Your actual property taxes alone on that will be over $10K a year in 2025 and don't forget about that supplement tax headed your way.I would suggest keeping the others and maybe changing to LTR if that will give you consistent cash flows.  

Hello Christina - we recently acquired a home in Banner Elk that's just over a mile from the Sugar Mountain entrance.

My wife makes fresh sugar free strawberry and strawberry/raspberry jams each year so we put one of those in there.

Since traditional agent training doesn’t cover investing, supplement your learning with books, podcasts, and investor meetups.Good luck!

You might have other options to explore to drum up liquidity (HELOC, Margin Loan, Policy Loan, etc) that can supplement your HYSA in the DP.

How much will the increased cashflow supplement your anticipated SSI?

Our portfolio currently cash flows, but cash flow isn’t our top priority right now since we plan to use this portfolio to supplement our retirement in 12 years when I leave the Army.My biggest challenge is committing to an out-of-state market.

I'd be heavily focused on mitigating that future tax liabilty rather than directly supplementing that income.

Just make sure you use a very honest agent that doesn't sugar coat anything and check the crime statistics and household income.