Chris Davis

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A digital sales executive, Chris builds and leads teams across early-stage startups and established companies, helping them navigate complex markets to unlock new revenue opportunities. His approach is centered on identifying untapped potential, optimizing go-to-market strategies, and fostering collaboration across sales, marketing, and customer success teams. With experience across diverse sectors, including technology, media, and SaaS, Chris drives transformative growth with revenue increases often exceeding 40% YoY, as well as successful acquisitions (4x). With a strong track record of success, he leads companies through pivotal growth phases, from early-stage revenue generation to nine-figure exits.
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Recent Posts

Outsider Insights | The Backup Plan You Don't Have Is Already Costing You

Outsider Insights | The Backup Plan You Don't Have Is Already Costing You

Fri, Aug 21, 2026 | Posted by Dawn Werry

Executive Takeaways

  • Commercial team gaps happen for many reasons: someone leaves, someone is underperforming, or the business needs a capability the current team doesn’t have.
  • Mid-sized companies tend to run lean, which means there’s rarely a qualified backup ready to step into a critical role.
  • The real cost of that gap isn’t the empty seat. Priorities slow, teams lose direction, good people get frustrated, and commercial efforts stall.
  • Rushing a permanent hire isn’t always the answer. Fractional resources can keep the business moving while you make the right long-term decision.
  • The best time to decide how you’ll handle a critical commercial is before one opens.

Outsider Insights

Across Chief Outsiders, we talk to hundreds of CEOs every month. In this series, we explore the trends and challenges we’re hearing from these discussions – and what you can do if you’re facing the same issues in your business.

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