Associate Director of Customer Success (Remote)

Upswing

$100K — $120K *
Education, Government & Non-Profit
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5-7 years of experience in customer success or account management, ideally within ed tech, SaaS, or higher education sectors.
  • 3+ years of experience in leading and developing teams.
  • Proven record of managing revenue outcomes related to renewals and expansions.
  • Strong analytical skills with the ability to utilize data in strategic discussions.
  • Excellent communication skills, particularly with senior stakeholders.
  • Genuine passion for improving student outcomes and equity in education.

Responsibilities

  • Drive retention and expansion goals for a portfolio of institutional partners.
  • Act as a trusted advisor, aligning services with partner goals focused on student success and equity.
  • Identify new opportunities for service expansion in collaboration with other teams.
  • Lead discussions around renewals and contribute to forecasting efforts.
  • Address risks to partner satisfaction proactively, ensuring high retention rates.
  • Boost engagement and usage of services among partner institutions.
  • Analyze performance data and trends to inform service improvements and growth strategies.
  • Manage and develop a team of HEROs to enhance the partner experience.

Benefits

  • Opportunity for hands-on leadership in a growing educational technology company.
  • Be part of a mission-driven organization focused on equity and student success.
  • Cross-functional collaboration with teams like Sales, Marketing, and Product.
  • Potential for professional growth and team development opportunities.
Full Job Description
The Role

The Associate Director of Customer Success is a hands-on leader responsible for driving partner outcomes, retention, and expansion across a portfolio of Upswing's institutional partners. This role manages and develops a team of HEROs (Higher Education Relationship Officers) while also owning a personal book of business.

This is a highly cross-functional role that blends strategic account management, people leadership, and revenue responsibility, with a strong focus on engagement, utilization, and long-term partner success. MUST BE eligible to work in the U.S. Upswing DOES NOT offer visa sponsorship. If you need visa sponsorship now or in the future, please DO NOT apply.
Key Responsibilities
Partner Success, Retention & Expansion
  • Own retention and expansion goals across a defined portfolio of Upswing partners, including a personal book of business.
  • Serve as a trusted advisor to institutional leaders, aligning Upswing services with partner goals around student success, equity, and retention.
  • Identify and execute expansion opportunities (additional services, programs, or campuses) in collaboration with Sales, Product, and Marketing teams.
  • Lead renewal conversations and contribute to forecasting and revenue planning.
  • Proactively manage risk, addressing adoption or satisfaction issues before they impact retention.
Engagement & Utilization
  • Drive strong engagement and utilization of Upswing services across partner institutions.
  • Analyze usage, outcomes, and trends to identify opportunities for improvement, growth, or deeper impact.
  • Partner with HEROs to develop and execute engagement plans that increase awareness, usage, and measurable outcomes.
  • Translate data and insights into compelling partner narratives and executive-level updates.
Team Leadership & Development (HEROs)
  • Manage, coach, and develop a team of HEROs to deliver consistent, high-quality partner experiences.
  • Set clear expectations, goals, and performance metrics tied to retention, expansion, and engagement.
  • Support HEROs in strategic account planning, executive communication, and problem solving.
  • Foster a culture of accountability, collaboration, and continuous improvement within the team.
Cross-Functional Collaboration
  • Work closely with Sales, Marketing, Product, and Operations to ensure a seamless partner experience from onboarding through renewal and expansion.
  • Provide partner feedback and insights to inform product development, service enhancements, and go-to-market strategy.
  • Contribute to the evolution of customer success processes, playbooks, and reporting.
Qualifications
  • 5-7 years of experience in customer success, account management, or client services, preferably in ed tech, SaaS, or higher education.
  • 3+ years of people management experience, with a track record of developing high-performing teams.
  • Experience owning revenue outcomes, including renewals and expansion within an existing customer base.
  • Strong data literacy with the ability to interpret usage and outcomes data to drive strategy and partner conversations.
  • Exceptional communication skills, with experience engaging senior-level stakeholders.
  • Passion for higher education, student success, and equity-focused solutions.
What Success Looks Like
  • High retention rates and consistent expansion across the partner portfolio.
  • Strong engagement and utilization of Upswing services at partner institutions.
  • A high-performing, well-supported HERO team with clear growth and development paths.
  • Trusted, long-term partnerships where Upswing is viewed as a strategic partner-not just a vendor.

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