Director of Customer Success, Operations

OpenEd
$120,000 - $130,000Remote

About The Position

The Director of Customer Success, Operations is the right-hand operational partner to the VP of Success. They are the person who drives the division’s biggest initiatives from planning through execution. You are the connective tissue across all five Success functions (Enrollment Advisors, Family Success Managers, Support, Processing, and Program Communications), driving the division’s biggest initiatives from planning through execution and keeping teams aligned align the way. You’ll own project management, cross-functional coordination, inspection cadences, and documentation so the VP can focus on strategy, executive relationships, and long-term division direction. You’ll dig directly into CRM and data to understand performance, identify trends and breakdowns, surface actionable insights, and build solutions that improve how the team works. This is not a coordination-only role. We’re looking for an analytical, technically capable execution machine who can move between strategy and the details, diagnose what isn’t working, build or drive the solution, and make sure initiatives actually cross the finish line.

Requirements

  • 4+ years in program/project management, operations, or a similar execution-focused role, ideally in a fast-scaling or multi-workstream environment.
  • Demonstrated ability to manage multiple concurrent, cross-functional initiatives without dropping details.
  • Highly analytical and comfortable using data to inspect performance, diagnose problems, and make decisions.
  • Technically comfortable working directly in CRM and operational systems, building reports and dashboards, and learning new tools quickly.
  • A strong written communicator, particularly for SOP and process documentation that other people can actually use.
  • Comfortable operating with ambiguity and taking ownership without heavy oversight.
  • Skilled at driving accountability across teams you don’t manage — influence, not authority.

Nice To Haves

  • Experience partnering with Product, Engineering, or similar technical teams on prioritization is a plus.
  • Education, edtech, or high-growth startup experience is a plus, but not required.

Responsibilities

  • Own end-to-end project management for major division initiatives — assessments, interventions, enrollment, launches, and whatever comes next.
  • Build and maintain project plans, timelines, and milestones, surfacing risks and blockers before they become fire drills.
  • Track progress against quarterly OKRs and division goals, keeping the VP and function leads informed without requiring constant check-ins.
  • Own the operating cadence for the Success division, including KPI reviews, initiative inspection, and regular reporting that gives leaders a clear view of performance, risks, and where action is needed.
  • Dig directly into CRM and operational data to build ad hoc reporting, investigate performance gaps, identify trends and root causes, and surface actionable insights and recommendations.
  • Build and ship operational solutions beyond identifying gaps.
  • Serve as the primary point of coordination across Enrollment Advisors, Family Success Managers, Support, Processing, and Program Communications.
  • Represent Success priorities in cross-functional meetings when the VP can’t attend, accurately carrying both the priorities and the reasoning behind them.
  • Build and maintain SOP documentation across division workflows so processes are repeatable and not dependent on institutional knowledge held by one person.
  • Drive initiatives through implementation, not just planning — including rolling up your sleeves on execution details when that’s what the work requires.
  • Own follow-through on action items from leadership meetings and SLT commitments, closing gaps in process or ownership before they stall an initiative.

Benefits

  • Competitive salary and 401k plan + company matching opportunities.
  • Comprehensive Health Benefits: Health insurance package including medical, dental, vision, life, critical illness, accident, STD/LTD, HSA, and FSA with dependent care.
  • Flexible Work Arrangement: We’re a fully remote workforce that emphasizes a healthy work-life balance by allowing some autonomy in work hours.
  • Generous Paid Time Off policy, enabling you to recharge, spend quality time with loved ones, and pursue personal interests outside of work.
  • Supportive Team Environment: Join a supportive and collaborative team environment where your contributions are valued, and teamwork is encouraged, fostering a culture of success and mutual respect.
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