Homewrite is seems like it could be a good option.

You could also check out options like Cozy or TenantCloud for similar features.When converting to LTR, just keep an eye on local rental laws, lease terms, and any rent control rules that might apply.

@Max Bellino For smaller properties like your 2–4 unit multifamily buildings, an online cost segregation study is a quicker and more cost-effective option, providing sufficient accuracy for straightforward properties.

If you're considering Real Estate as an option in the future, I would not add the money to either of these accounts. 

For smaller deals like owner finance options, it's important to build a strong relationship with the seller, as this often leads to more flexible terms.

I would make sure a bundle of rights for ownership are available individually, per unit of course, then worry about warranty and purchase options.

Financing & Loans: What are the best loan options for short-term rentals?

The reason why I ask is because that could determine what loan options are available to you (and interest rates). 

I think the economy has a number of diverse employment options, lower prices than King County while still being within driving distance.  

If house hacking isn't the best option for me, how would you recommend starting out to build up some investments.