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By seeing what triggers procrastination, and then making a plan to flip those triggers, doing your taxes becomes attractive. If I found myself putting off doing my taxes, I might sit down and make a plan to changes those triggers. For example, if the trigger is:
• Boring: I go to my favorite café for an afternoon on Saturday to do my taxes over a fancy drink while doing some people watching.
• Frustrating: I bring a book to the same café, and set a timer on my phone to limit myself to working on my taxes for thirty minutes—and only work for longer if I’m on a roll and feel like going on.
• Difficult: I research the tax process to see what steps I need to follow, and what paperwork I need to gather. And I visit the café during my Biological Prime Time, when I’ll naturally have more energy.
• Unstructured or Ambiguous: I make a detailed plan from my research that has the very next steps I need to take to do them.
• Lacking in Personal Meaning: If I expect to get a refund, think about how much money I will get back, and make a list of the meaningful things I’ll spend that money on.
• Lacking in Intrinsic Rewards: For every fifteen minutes I spend on my taxes, I set aside $2.50 to treat myself or reward myself in some meaningful way for reaching milestones.
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Chris Bailey (The Productivity Project: Accomplishing More by Managing Your Time, Attention, and Energy)