Securing quotes for properties in flood zones can be challenging and time-consuming (especially if vacant), so it’s unlikely you could have done it quickly.

Challenges?

In contrast, a traditional TN LLC may face challenges due to limited charging order protection, potentially making it less secure against creditor actions.To address these concerns, some investors use a two-tier structure where a TN LLC—holding the property—is owned by a Wyoming holding LLC, benefiting from stronger asset protection laws.

Albany, Syracuse, Utica, OH, PA, etc.) for cashflow.The challenge in these markets is that demand is through the roof, and many properties either sell at the asking price or above the asking price (Suffolk's sale price average was 1.5% ABOVE the asking price).If I were in your shoes, I'd explore local and remote multi-family options before considering the mid-term rental route.All the best!

Challenges?

What worked well, and what challenges did you face?

I’m based in Portland, Oregon, where residential investing seems challenging due to landlord-unfriendly policies and negative cash flow on higher-quality properties.

A big challenge given the value is getting financing - this is too small for most HMLs I know.

The challenge is knowing how to scope out the renovations properly and understand your construction costs. 

Challenges?