Bootstrapping Is a Test of Grit—Stretch Resources Creatively Before Seeking Big Money

Medium - Requires some preparation Recommended

The myth that you need big investments to start is a fast track to unnecessary dilution and pressure. Airbnb’s founders began their company on credit cards, storing up enough momentum with gritty, real-world solutions (like selling collectible cereal) that kept the lights on and built a working product before angel investors would take a look. Similarly, Method’s co-founders funded their first shipments with a blend of personal savings, family loans, and sheer elbow grease—doing everything from inventory runs to in-store demos themselves.

Behavioral research on entrepreneurship repeatedly finds that creative resourcefulness, not access to big capital, predicts which ventures get off the ground and can weather initial storms. Bootstrapping is more than just about being frugal; it’s about learning the business inside out, building resilience, and minimizing the risk that a failed pivot takes down your finances. By leveraging what you have and scaling slowly, you control your company’s direction and avoid pressures that come with early outside money.

Start by making a bold, honest list of every resource in your life—do you know someone with printing equipment, a free workspace after hours, or a friend who’d code for pizza? Tap these before opening your wallet or promising equity. When the first tiny profits roll in, put every cent back into tangible growth, and get comfortable wearing a lot of hats—you’ll learn faster than any crash course could teach. Above all, decide in advance the credit or cash you’re willing to risk, and keep checking in so you don’t get in over your head. Master bootstrapping, and you won’t just save money—you’ll build deep confidence and street smarts for whatever comes next.

What You'll Achieve

Cultivate resourcefulness, financial discipline, and perseverance so you can grow your venture with limited risk—and have more bargaining power when outside investment does come. Experience greater control and less stress while building vital, hands-on skills.

Bootstrap Smart Before Chasing Investors

1

List all personal and network resources you can access.

Think beyond cash—consider skills, space, time, equipment, favors, and relationships. Write them down, grouping by what’s free or might cost little.

2

Reinvest small profits and take on multiple roles.

Instead of paying others early, use your own time or swap tasks with friends or co-founders to delay expenses. Put any profits back into growth, not personal spending.

3

Set clear limits for personal risk—especially with debt.

Decide up front how much credit or savings you will put into your business, and the warning signs for scaling back if you’re overextended.

Reflection Questions

  • What non-monetary resources are you overlooking?
  • Where are you tempted to outsource, and what could you learn by doing it yourself first?
  • How will you keep track of your financial and time 'burn' to avoid overextending?
  • Have you set a realistic limit on debt or personal investment?

Personalization Tips

  • A gamer designs and prints T-shirts using a college’s art lab, selling them at local events and using the profits to test new designs.
  • A chef offers dinner parties at home, reinvesting guest payments into ingredients for larger events, rather than seeking outside investors at first.
  • A coder splits web development responsibilities with friends, trading future equity in exchange for sweat equity.
How I Built This: The Unexpected Paths to Success from the World's Most Inspiring Entrepreneurs
← Back to Book

How I Built This: The Unexpected Paths to Success from the World's Most Inspiring Entrepreneurs

Guy Raz
Insight 6 of 9

Ready to Take Action?

Get the Mentorist app and turn insights like these into daily habits.