Jonathan Sullivan, there are lots of blog posts on how to "start young" here on BP, Brandon Turner has written a really good one:
http://www.biggerpockets.com/renewsblog/2013/02/09/how-to-start-investing-real-estate-young/
Take your time and plan things out. If "everyone" is telling you these discouraging messages, change who you are talking to. There are plenty of investors here on BP and elsewhere that will encourage you. Keep asking questions and re-developing your investment strategy...it will change as you grow in knowledge and experience. The fact is, people will rent a property that fits their needs, the landlord or perceived landlord doesn't really get in their way if they want what you have (a place to call home).
Alaska is far far away from Oklahoma. I would suggest visiting there before moving. It's a gigantic state, so lots of places to choose to move to. Winters are cold and lack of sunlight year round will beat you down if you aren't prepared. Lots of opportunities to make money up there though. And yes, you can invest from literally anywhere...but you will need your business set-up to work that way. There are many investors here that invest out of state and love it!
Not sure what you mean by "make the rent"? Market rates determine how to set rent. Basically, what is everyone in the same area charging. You can call PM companies, check various websites like craigslist, rent-o-meter, zillow, etc. for comparable rents.
And Ditto on Mandy's excellent advice. Pre-Congrats on your upcoming closing Mandy!