Financial Audit

My Biggest Crashout Yet | Financial Audit

Nov 19, 2025
Jason, a 29-year-old data freight analyst from Houston, opens up about his struggles with debt and unemployment. He discusses living with family and the surprising expenses that come from seeking guidance from a mystic. Delving into spending habits, Jason admits to prioritizing concerts over bills and highlights his side hustle attempts through OnlyFans and plant sales. As Caleb challenges him on his financial choices, the conversation intensifies, revealing a stark need for accountability and a realistic plan to tackle his impending debt.
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ANECDOTE

Why He Moved Back Home

  • Jason explains he moved back in with his parents after crashing with friends and cousins due to conflicts and instability in living situations.
  • He describes living with others, getting kicked out, and relying on family support while making about $31,000 a year.
INSIGHT

Recurring Spiritual Spending Drains Cash

  • Jason spends about $100 weekly on a mystic and admits he asks his grandmother for money to cover basics and sessions.
  • That recurring spending plus low income is a key driver of his financial instability and debt.
ADVICE

Customize Your Resume Per Job

  • Caleb tells Jason to tailor his resume for each job and apply with role-specific wording to pass automated filters.
  • He recommends curating the resume toward bartending roles and removing irrelevant credentials for those applications.
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