How AppSumo hired a new CEO for its $85M business

Executive overview

When a company transitions from growth to scale, the CEO skills that got it there often aren't the skills needed to go further. AppSumo's outgoing CEO Eamon — who grew the business from $4M to $85M — initiated his own replacement, recognising the next stage requires a different operator.

The hiring process combined structured criteria (the MoSCoW framework), multiple sourcing channels, and a $100K referral bounty to surface the right candidate.

The right CEO is stage-specific — hire for where you're going, not where you've been.

Three stages of company growth

  • Startup (0–$1M): founder-led, zero-to-one execution
  • Grow up ($3M–$100M): team-building, process, long-term strategy
  • Scale up ($100M–$1B+): executive hiring, IPO readiness, regulatory complexity
  • Each stage needs a different CEO profile — Tim Cook vs Steve Jobs is the analogy

Defining what you want in a CEO

  • Gather input from key stakeholders on what they valued in the outgoing CEO and what the next one needs
  • Use MoSCoW: must haves, should haves, could haves, would haves
  • Must-haves for AppSumo: culture fit, proven scaling experience, ability to hire executive talent
  • Consider candidates who were "number two" and are ready to lead, not just former CEOs
  • Every key leader interviews the candidate; unanimous approval required

Sourcing channels used

  • PR-driven job posting on the company careers page
  • Podcast tour — own show plus guest appearances
  • Executive recruiting firms (~$100K each; worthwhile for their calibration experience)
  • Email to customer base — AppSumo's CEO was a customer before he was hired
  • Personal network outreach — text key operators asking for referrals

Compensation and onboarding

  • Scale-up CEOs command high six-figure salaries plus equity
  • Frame compensation by value created, not cost incurred
  • Expect 6 months before a new executive generates meaningful output
  • Have the candidate pitch their 90-day and 180-day plan during the interview process — then hold them to it
  • New CEO must meet the customer base, align with the team, and review existing operations

More like this — when you're ready for early access.

Join the waitlist for a personal account and content recommendations based on what you're working on.

No spam. Unsubscribe at any time.

You're on the list. We'll be in touch before launch.

Get early access to the full library.

Join the waitlist for a personal account and content recommendations based on what you're working on.

No spam. Unsubscribe at any time.

You're on the list. We'll be in touch before launch.

Be among the first to get personalised recommendations tailored to your stage in business.

No spam.

You're on the list. We'll be in touch before launch.

Be among the first to get personalised recommendations tailored to your stage in business.

No spam.

You're on the list. We'll be in touch before launch.