A self-serve motion that won SMB cannot carry enterprise accounts. Carter Douglas redesigns coverage, motion, and proof for the segment you are entering before the old model slips.

A self-serve motion that won SMB cannot carry enterprise accounts. Carter Douglas redesigns coverage, motion, and proof for the segment you are entering before the old model slips.

Moving Upmarket

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ARR Managed

Not just bigger deals. A system built for the new segment.

Moving upmarket changes the work. A self-serve or high-velocity motion that won SMB cannot carry multi-stakeholder enterprise accounts with longer cycles and higher expectations. Carter Douglas reads the segment shift, redesigns coverage, the success motion, and the proof of value for the segment you are entering, and rebuilds the operating model before the renewals built on the old motion start to slip.

  • People working at desks in an open coworking space
  • Person working at a desk in a moody dark office interior
  • Developer working at a computer in a plant-filled workspace
  • Person working at a desk with city view and natural light
  • Busy open-plan coworking space with multiple members working

WHAT'S INCLUDED

Built for the Move Upmarket

We deliver a segment readiness map, a quantified view of revenue exposed in the new segment, a redesigned coverage and engagement model for enterprise accounts, a value proof model that multi-stakeholder buyers and executives trust, enterprise-grade metrics and accountability, and a board-ready readout of the shift, the actions, and the expected impact across the next four quarters and beyond.

Executive Alignment

Retention Strategy

Churn Root Cause Diagnosis

Executive Workshops

Renewal Risk Governance

Value Proof Models

How we engage

Read, Rebuild, and Operate

We assess the customer success system against the segment the business is moving into, scoring where coverage, motion, and proof break for larger, multi-stakeholder accounts. We size the revenue exposed in the new segment, rebuild the coverage model, success plays, and value proof for enterprise buyers, and connect the function to sales and product. Then we operate it alongside your team until enterprise renewals hold.

BUSINESS IMPACT

Win Upmarket

Win Upmarket

You will know where the enterprise motion is breaking, why the old model cannot carry larger accounts, and what must change across coverage, proof, and governance before upmarket renewals are exposed.

You will know where the enterprise motion is breaking, why the old model cannot carry larger accounts, and what must change across coverage, proof, and governance before upmarket renewals are exposed.