How I Work

BEST OF: Ramp it up or shut it down: How ConvertKit’s Founder and CEO made his most important business decision

9 snips
Jul 16, 2025
Nathan Barry, the Founder and CEO of ConvertKit, shares his remarkable journey from near shutdown to leading a $200 million email marketing platform. He discusses his annual life review ritual, emphasizing personal growth and strategic decision-making. Learn about the critical turning point that shaped ConvertKit's future, as well as the revolutionary flywheel framework he implemented for sales success. Nathan also highlights the importance of team collaboration and the value of sabbaticals to recharge leadership creativity.
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ADVICE

Annual Life Review Advice

  • Start an annual life review ritual to reflect on your year's progress across business, personal life, fitness, and travel.
  • Use photos and calendar reminders to capture highlights and build a consistent, meaningful record.
ADVICE

Using Intentions To Reduce Stress

  • Set intentions as guidelines rather than strict goals to manage stress effectively.
  • Use strategic help, like hiring experts, to reduce workload and lower stress in big projects.
ANECDOTE

Deciding To Double Down On ConvertKit

  • At 18 months, Nathan was told to shut down ConvertKit due to poor performance but chose to double down.
  • He set a clear deadline to hit $10,000/month in revenue or close, which saved and grew the business.
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