The property tax is higher than other markets, but generally, the numbers still work. 

I understand that I need to account for taxes, insurance, and other costs—Should I go with a LML and then do a refi later on?  

These are professionals with additional training and a stricter code of ethics.

Any guidance from experienced investors, real estate professionals, or anyone who has faced a similar situation would be greatly appreciated. 

If you can rent it for enough to cover the principal, interest, taxes and insurance and still put money in your pocket, plus cash flow on the property you're purchasing, that would be ideal.

If you need financial help, ask under the "Finance, Tax, and Legal" forum.

Some thoughts to consider:If you sell now, you are unlikely to pay capital gains taxes as your first 250k (500k if married and filling jointly) aren't reported.Doing your first rental remotely is undesirable without 1.)

Once you find someone willing to let you shadow them, approach it with professionalism and a willingness to learn.

Be professional, but also authentic and approachable.

I have over 30 years professional experience so not taking anything personal.You have corrected nothing.