IT Services Side Hustle

A bootstrap strategy for starting an IT services company with minimal risk by maintaining employment while building the business on the side.

Key Points:

  • Initial Capital Structure:

    • Used $30,000 from 401k
    • Secured $70,000 in credit card limits
    • Total available capital: ~$100,000
  • Risk Mitigation Strategy:

    • Kept existing job while starting the business
    • Worked on business 6-9am and 6pm-midnight
    • Weekends dedicated to the business
    • Maintained income stream for living expenses
    • Waited for business to be cash flow positive before quitting
  • Time Management:

    • Leveraged 168 hours in a week
    • Employer needs 40 hours
    • Used additional 40-50 hours for business
    • Focused on staying "just above firing level" at day job
    • No attempt to be employee of the year
  • Exit Strategy Protection:

    • If business failed:
      • Could return to previous employer
      • Option for personal bankruptcy to clear debts
      • Degree provided backup for new job search
    • Waited 9 months until having clients and revenue before resigning
  • Key Success Factor:

    • Business was already cash flow positive before leaving job
    • Had established pipeline of clients
    • Minimized risk through parallel approach
MP

Mohnish Pabrai

Founder and Managing Partner of Pabrai Investment Funds, modeled after Warren Buffett's investment partnerships. Sold IT business for $6 million in 2000, launching fund that now manages over $798 million in assets.

Achieved 75% annualized returns from 1994 to 1999 applying Buffett's approach to investing. Estimated net worth of $2 billion in 2023.

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