Peaberry Software Inc. logo

Senior Director, Customer Success

Job Overview

Location

Americas Remote

Job Type

Full-time

Category

Customer Success

Date Posted

April 14, 2026

Full Job Description

đź“‹ Description

  • • As Senior Director, Customer Success at Customer.io, you will lead the Customer Success organization reporting to the CRO, driving adoption, retention, and value delivery through scaled digital programs, high-touch enterprise engagement, and AI-powered systems.
  • • You will own NRR, retention, and onboarding outcomes; build and scale CS using AI and automation; manage strategic enterprise accounts; design engagement models across customer segments; hire and develop CS managers and ICs; and partner cross-functionally with Sales, Product, Engineering, and Marketing to close feedback loops.
  • • Customer.io powers automated communication for over 7,500 companies globally, using real-time behavioral data to help teams send smarter, more relevant messages. The company values empathy, clarity, bias for action, operational excellence, collaboration, curiosity, and inclusive leadership.
  • • In this role, you will build and run the CS function from the inside out, serve as a key voice in the CRO leadership team, shape how Customer Success evolves at a company scaling toward $500M ARR, and gain executive influence while developing AI-first CS systems and deepening enterprise relationships.

Skills & Technologies

Senior
Remote
$200k-220k

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Peaberry Software Inc. logo
Peaberry Software Inc.
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About Peaberry Software Inc.

Peaberry Software Inc. operates as Customer.io, a messaging platform that enables SaaS and e-commerce businesses to send targeted emails, SMS, push, and in-app messages based on real-time customer data. Founded in 2012 and headquartered in New York, the company provides APIs, visual workflow builders, and segmentation tools to automate lifecycle campaigns without heavy engineering. It serves venture-backed startups and public companies seeking to increase activation, retention, and revenue through behavior-driven communication.

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