Sr. Customer Success Manager

Help Scout

Remote · 5+ years experience · Full-time · Remote · Posted Oct 14, 2026

At a glance

Experience
5+ years experience
Employment
Full-time
Workplace
Remote
Location
Remote
Visa sponsorship
Visa sponsorship not offered

About the role

  • As a Senior Customer Success Manager at Help Scout, you'll own a named book of 80–100 accounts representing around $4M in recurring revenue.
  • You will serve as a trusted partner for users and executives, focusing on retention, long-term value, relationship management, and customer health.

Responsibilities

  • Own a book of 80–100 accounts end-to-end, accountable for health and retention from onboarding handoff through adoption and renewal.
  • Build multi-threaded relationships across levels in each customer, including executives and decision makers, aligning on business outcomes.
  • Catch risk early by watching for signals like dropping usage or slowing communication, escalating early, and bringing in internal partners.
  • Lead executive business reviews and regular check-ins that drive adoption, surface underused features, and strengthen product alignment.
  • Own renewals and retention, with success measured on net dollar retention for your book.
  • Surface expansion opportunities and partner with the expansion team to close them.
  • Bring the voice of the customer inside by sharing learnings with Product and cross-functional teams to shape the roadmap and onboarding.
  • Design your own workflows with the freedom to use AI tools to stay organized across a large book.
  • Raise the bar for the team by sharing what works, documenting learnings, and helping shape Customer Success at Help Scout.

Requirements

  • 5+ years of Customer Success experience in SaaS, with time spent in SMB, mid-market, strategic, or enterprise segments.
  • Managed a large book of business of 50+ accounts and kept a consistent cadence with all of them.
  • Track record in retention, including experience discussing renewal rates, retention, or NDR and actions taken to move them.

Benefits

  • Competitive salary and an internal, transparent salary formula based on market data
  • Flexible time off
  • 12 weeks of fully paid parental leave for all new parents, including adoption and foster care
  • A home office stipend
  • A co-working stipend up to $300 a month
  • A yearly professional development stipend of $1,800
  • Top tier health insurance for U.S. or Canada based employees and their dependents

Workplace

  • Fully remote team since day one with teammates all over the world.

Help Scout

Sr. Customer Success Manager

Apply now