I am currently 21 years old and was recently hired with my dream job in Sarasota County (I saw that Sarasota wasn’t an option so I picked the closest.)

My name is Anthony and I am currently a full-time healthcare professional. 

Of course it isn't going to work for everyone...then again, I also have many friends with degree's that cost them 6 digits that cannot get a job in their field!

You will find some of the people you market to (friends,family, former job associates,etc.) will say ( I am an agent, I used to be an agent, I already know someone I use who is an agent,etc.)This is one of the toughest professions in the world.

He seemed like a big-time agent who works with a lot of long-term investors.

Don't change jobs or income yet.Once you do and you think you can manage the payments based on your new income, maybe once you get the rooms rented.Then if you want to switch there are plenty of opportunities. 

But since that time I left my corporate job, moved states, my daughter was born and is now 6 months old, and I began investing in a new city.

In that time if you are netting $1,500/month - that is $54,000 worth of rental income you would make over the next 3 years.  

HUDuser.org is great for vacancy rates, but cross-referencing with local market reports is important for more context.For job diversity and employers, LinkedIn or regional economic development websites often provide insights.

Im willing to do cosmetic repairs up to about $20k but dont want to deal with a gut job.