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Starter Story

Deep dives into Starter Story and related business strategies.

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Starter Story

Bootstrapped Heroes

Analyst Breakdown

  • Mailchimp’s Ben Chestnut: Sold for $12B in 2021 after 20 bootstrapped years.
  • Atlassian: Grew to $3B acquisition without early VC.
  • ConvertKit’s Nathan Barry: $30M ARR email platform for creators.
Destiny Marie Destiny Marie Dec 2025
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Starter Story

7 Epic Fails Before the $1B Win: Lessons from [Founder’s] Rollercoaster Ride

Analyst Breakdown

  • In the cutthroat world of startups, success stories often gloss over the gut-wrenching failures that pave the way
  • Melanie Perkins, co-founder and CEO of Canva—the design powerhouse now valued at over $26 billion—knows this better than most
  • From a scrappy university side hustle in Perth, Australia, to becoming Australia’s youngest female billionaire at age 32, her path to a $1 billion valuation (achieved in 2019) was littered with setbacks
Destiny Marie Destiny Marie Dec 2025

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