C
Full-time · Remote

Senior Director of Customer Success

This is a high-leverage leadership role for a SaaS veteran who wants to redefine Customer Success through the lens of automation and AI. You will own the entire retention and onboarding lifecycle for a platform powering billions of messages, making it a perfect fit for a builder who loves both strategy and execution. The role is unique for its focus on 'scaled' success—using technology rather than just human hours to drive value.

Customer.io · Portland, Oregon, United States · Posted 23 April 2026

The role

Overview

This is a high-leverage leadership role for a SaaS veteran who wants to redefine Customer Success through the lens of automation and AI. You will own the entire retention and onboarding lifecycle for a platform powering billions of messages, making it a perfect fit for a builder who loves both strategy and execution. The role is unique for its focus on 'scaled' success—using technology rather than just human hours to drive value.

What they need

Requirements & Skills

Key Responsibilities

  • Accountability for NRR, retention rates, and onboarding efficiency across the entire organization
  • Designing and deploying AI-powered systems to increase operational capacity
  • Leading executive-level business reviews and onsite meetings for strategic enterprise clients
  • Developing and evolving engagement models for SMB, mid-market, and enterprise tiers
  • Mentoring and coaching the CS management layer to foster a high-performance culture
  • Collaborating with Product and Engineering to ensure the customer voice drives development

Essential

  • Minimum of 10 years in Customer Success or equivalent client-facing roles
  • At least 5 years of experience in a senior leadership capacity (Director or Senior Director level)
  • Demonstrated history of driving Net Revenue Retention (NRR) and customer adoption in a B2B SaaS environment
  • Experience managing diverse customer segments, specifically mid-market and enterprise accounts
  • Proven ability to manage and develop high-performing teams of managers and individual contributors

Preferred

  • Experience implementing AI and automated systems to scale customer success operations
  • Strong background in systems thinking and operational design
  • Experience working closely with CRO-level leadership on revenue strategy

Key Skills

Strategic account managementExecutive-level communication and relationship buildingData-driven decision makingOperational excellence and process designCross-functional collaborationAI and automation literacyConflict resolution and account stabilizationInclusive leadership and coaching

Networking

People to Know

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Perks

Benefits & perks

  • Remote-friendly work environment
  • Opportunity to lead a global CS organization
  • Direct influence on company-wide growth strategy
  • Collaborative and inclusive company culture
  • Exposure to cutting-edge AI and automation tools
  • High-impact role reporting to the C-suite

Next step

Apply now

Found via euremotejobs.com

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Senior Director of Customer Success at Customer.io - Portland, Oregon, United States | Career Steer