Episode 11. Eight years ago Whit owned nearly $100,000 in student loan debt. He worked as a grocery bagger, taking home approximately 25% of the amount he owed each month to his debts. He knew there had to be a better way, and made the decision one day to sacrifice five years of his life to get rid of it, even living in a 27 sq. ft. apartment for a time. Now he’s paid off his debt and owns properties in Alaska and Portland. I chat with Whit to try to glean secrets to his financial success, and the conversation naturally evolves to gun control and civic duties.