Locking it in for $33K when the ARV is between $103K and $117K is an incredible start.

Therefore, I'd like to get it listed, so I can explore both options at the same time.As I start interviewing agents, any common pitfalls/things to consider when dealing with an agent when you still prefer to lease (ie would they expect to get the rental listing as well, etc.).

This is one of the most difficult items to find when you are starting your Short Term Rental business.

A lot of buildings don't have a carrier willing to insure at all.

If you are not self managing, you will need to make sure you have top notch PM from the start.

Maybe they are looking a having some from each month starting with the newest and selecting based on different key words?  

@Andrew Self lack of two years of employment history is not a deal breaker depending on what you were doing prior to starting your salary job.

This morning I evicted an inherited tenant in a building that I"ve now owned for just over a year. 

Build an ADU.

Quote from @Jerome Boudreaux:  If you're trying to get started in real estate investing and you have VA eligibility, using your VA loan is a great way to start.