You will have enough for a small downpayment on each option, depending on the area chosen in each case, and you won't have much of a cushion after closing costs. 

I live in New York as well, but have chosen to go out of state for my investments. 

Key things to focus on include researching landlord-friendly states, understanding local market trends, and building a reliable team (property manager, realtor, contractor) in your chosen area.

It seems where you've chosen to move doesn't line up with your goal of reaching financial freedom?

Have you already chosen a market(s) that you're looking to get started in, or are you still evaluating market trends in order to make a decision? 

But I’ve found that a well-chosen angle or a unique architectural detail can give guests a mental anchor point.. something that says, “Yes, this is a real place with character.”

If your chosen strategies would benefit from it - use it!

We are looking to wholesale outside of our chosen market to help build capital for projects within our chosen market (Louisiana) as I have potential deals in other markets and am not confident in how to proceed with them contractually, (don't want to be stuck with a bill I can't handle currently and also want to ensure I'm operating correctly).

Finding which of those strategies works best for you, your goals and interests could help you speed up your investment journey while gaining experience, confidence and eventually expertise in your chosen area. 

I've chosen not to reinvest dividends and they are directly deposited into my bank account each month.