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How to Remind Yourself to Spend More
"You're never gonna wake up saying, damn, I just wish I had three more dollars in my investment accounts," he says. "Part of the joy of having a surplus of money is that you don't have to worry about that." He suggests getting an accountability buddy who also is too cheap for their wealth and egg each other on with spending. 'If there's like $5,000 in this account that I still haven't spent, then I would be more encouraged to give that away'