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EPISODE 9

Peak Preparedness: How Retailers Win Before Peak Starts

with Dylan Telford

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Peak Preparedness

About the Guest

Rutvee Shah
Dylan Telford Portrait

Dylan Telford, Omnichannel Practice Lead at Summit Advisory Team, brings over 20 years of hands-on retail operations experience to the art of peak season readiness. In this episode, Dylan makes the case that peak preparedness isn’t a Q4 sprint — it’s a year-round discipline. He walks through the organizational, operational, and technological building blocks retailers need to stop dreading Black Friday and start winning it.

The conversation covers why post-peak retrospectives only deliver value when they actively shape the next year’s roadmap, and how real-time inventory visibility and flexible order routing rules are the difference between delighted customers and canceled orders. Dylan shares practical frameworks for dynamic DC staffing, responsible performance testing throughout the year, and building a returns strategy that recovers margin rather than just processing volume.

The discussion closes with Dylan’s challenge to retailers on goal-setting: stretch your OKRs, measure often, and stop treating roadmaps as success if performance isn’t following.

Show Highlights

  • Why peak preparation should begin the day peak ends — and what a real retrospective looks like.
  • How to use real-time inventory management and dynamic order routing rules to protect promise dates during high-volume periods.
  • The case for dynamic, part-time on-call staffing models at distribution centers — and why they outperform agency staffing for reliability.
  • How to use performance testing throughout the year (not just pre-peak) to avoid surprises when traffic spikes.
  • Returns as a margin recovery opportunity: why nearly $900B in annual returns demands a dedicated strategy, not a bullet point on a cost-savings slide.
  • The right way to set and stretch OKRs — and why 70% against an ambitious goal often beats 100% against a conservative one.