Because my DIT is low, maybe Case 2 for fourplex is my preferred loan type than Case 1 if I want to invest locally.

In one case they used a notary at the local US consulate.

If @Drew Sygit doesn't have a local person for you, I have CFO clients in KC, MO that have used this firm: https://propertyvaluationservices.net/services/protest-taxes...

Get familiar with the local market trends and property values.

I'm up in Michigan, but we do have a few branches in your area I believe so if it's helpful to connect with someone local happy to make that connection.  

Hudson is a pretty "touristy" town, so BnB's became a big thing and the local gov't was concerned about the amount of long term housing available.

I agree with many of @Alan Asriants' points, especially when considering OOS Sec. 8 investing.A lower price point or smaller investment doesn't always mean low risk.House-hacking locally could be a better transition depending on your goals and situation.

I understand Philadelphia requires a local property manager. 

Quote from @John Paul Palace: Our plan was to invest locally, however our market here is tough.

My partner and I are looking to get our next rental (currently have one in a more local market that has a property manager).