For best results shop the vendors (who can be covered by insurance/meet HOA requirements) and get several options to your HOA management company to have the board pick from.

I've been wanting to expand out of my market in Iowa, and see that the Winter Haven, Lakeland, Haines City areas are similar to purchase points as my market.

Id recommend connecting with someone who can help you shop more investment-specific/rental programs on a national scale.

Getting a good painter at a reasonable price requires persistence and comparison shopping.

We do this in Reno, NV (not exactly a booming vacation market) by sharing pictures & proximity to Lake Tahoe, Truckee, hikes, rivers, shopping etc. and other local spotsGood luck and congrats on becoming a Superhost!

With rates high, I don't see much changing in the market as buyers struggle to afford a mortgage. 

Whoever gives me the most business and has an excellent close record will first be presented with off-market opportunities. 

It will hit hard on renewal and shopping for a new carrier.

I would just be careful hopping back in now as interest rates and low inventory are making it very difficult if you aren't finding your own off-market options to buy.

What are some other emerging markets maybe with a bit lower to cost to entry for a BRRRR strategy?