Jamesconn,
You haven't said what your budget is, if you are wanting new or used.
Your age will not effect your insurance on a trailer. It may be an issue getting financing on a trailer purchase.
I assume you are getting per diem to cover your travel costs. Key to making this work would be your ability to deduct as business expense all your travel costs. You can do that either way - your hotel, etc, or if you RV. You'll have to run the numbers both ways to see which way you would be ahead. Normally, you'd need to also have a permanent residence to deduct your travel expense, but there are exceptions - you should speak with an accountant before you do anything.
Artic Fox has a good reputation. You might also look at Oliver for cold weather performance. You'll want to get a heated water hose and use some techniques to manage in winter weather. Your trailer should have an enclosed and heated underbelly, you'll want dual pane windows and you'll want tank heaters.
Like others have mentioned, rooming with a coworker may not be a great idea in such a small space.
Keep your trailer selection under 5000 lbs (and tongue weight under 500 lbs) and you should be OK with an F150.