With more professionals embracing a flexible lifestyle, our town has become an attractive destination for those looking to escape the hustle and bustle of urban life without sacrificing career opportunities.

They focus more on the property's income potential rather than personal finances meaning no DTIs, less paperwork, and more underwriting flexibility.

Are local credit unions more flexible on these criteria?

Most guests with ample notice will be somewhat flexible, however you should have a contingency plan in place for when you have a guest that is not. 

This gives you the most flexibility with investment properties.

In a better market you might be able to use those things to get a better deal on commercial insurance but in the current market there won't be flexibility.On personal policies/1-4 unit rental dwelling policies there won't be any flexibility whatsoever unless it's something the company already has built into their guidelines/pricing.

Couldn't speak to Lending Tree's options, but i tend to refer HELOCs and small-balance HELOANs to banks / credit unions just to have some flexibility.

Real estate investing demands ongoing education and flexibility, so stay up-to-date, have patience, and ask for advice from seasoned investors or experts when necessary. 

The allows you to have a Master LLC and then spin up separate LLCs underneath it without having to pay an additional franchise tax or file a separate tax return but gives you the flexibility to hold certain assets in those entities and even have the ownership structure be independent (e.g.

Might be worth taking a look if you are flexible on the area.