

It's OK to Move Your Goalposts
10 snips Aug 14, 2025
Discover how our relationship with money evolves over time as the 'goalposts' shift. Reflect on the journey of financial choices, where early sacrifices transform into aspirations for a comfortable lifestyle. Embrace the idea that it's okay to indulge in better living conditions as your finances improve. This conversation emphasizes aligning spending with personal values, and challenges the negative perception of lifestyle changes—encouraging listeners to appreciate their financial growth.
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From No Computer To Many Devices
- Jesse recalls not owning a computer in college and treating his first laptop purchase like a huge milestone.
- He later bought more devices and laughs at kids mistreating laptops while reminiscing about earlier scarcity.
Milestones That Once Meant Everything
- Jesse shares financial milestones like paying off a house before 30 and hitting $1,000 in daily sales at YNAB.
- He contrasts past excitement with current perspective where those amounts now feel small.
Goalposts Naturally Shift Over Time
- Moving goalposts is a normal part of financial life as priorities and resources change.
- Jesse argues this shift isn't inherently bad and reflects changing needs, not moral failure.