As a beginner, think "easy" unless you possess strong renovation skills.

Find a way where you can increase your income skills and earning power or find a way to start a business from school online.  

Hi Josh,If you're going to do this, you'll need to find the leak and fix it before fixing the ceiling.If it's wet up there beware of electricity too.The ceiling can be a homeowner fix (how well it's done is up to you and your skill).If you choose to try it, you'll will need to match the drywall texture, and prime the fix and entire discolored area with primer that covers water spots, and repaint the area to match (or the whole ceiling).If the drywall is heavily damaged that will need to be replaced too.The sell texture repair spray to help with this (see YouTube for how to use it).Good Luck!

If REI is your chosen endeavor after the Corps, work on building your real estate skills and a great team  with subs, agents, attorneys, etc.

This will help you to develop the skills to track, manage, and develop what to do with leads when they come in.

The knowledge and skills of repair work and dedication was there but the knowledge of real estate investing needs attention now.How did you find this deal and how was in negotiated?

It’s a 3bd/2.5bath and will be my primary residence and I will Airbnb the open rooms.Although I was open to finding another out of state investment, I saw this as a great opportunity to 1) house hack and live for free; and 2) learn the Airbnb game so I can add another set of skills to my tool belt.Closings are set for 6/28 and 7/14.

I’m hoping that I can use those skills to optimize my bottom line.

Sharpening you own skills in this dept will serve you well and save you a ton.

You are correct - most agents will not spend the time to write endless offers on your behalf if you have no intention of consummating most of the transactions.It seems to me that you would be better off concentrating on the quality rather than the quantity of your offers.