Director, Customer Success Management

Swooped is a Talent Platform (not a staffing agency). We are not the employer for this role and do not make hiring decisions. Clicking "Apply" takes you to Swooped to review the role and hiring company details. About the OpportunityThe company is pioneering the category that is fundamentally changing the way companies increase sales productivity. On a mission to transform the way millions of people work with sales enablement, the organization is committed to building breakthrough software with a spark of magic. The belief is that a great place to work is about more than the work – it’s about what the company stands for, and how it authentically represents its values in the real world. To this end, intentional focus has been put on creating equitable workspaces for each of its employees. The goal is to create a culture where everyone feels a deep sense of belonging and is empowered to be an agent of change, with the ability to transform themselves, their workplace, and their world. About the RoleAs Director of Customer Success, this role will lead a high-impact team of Customer Success Managers focused on the organization's Enterprise and Strategic customer segments. This position will drive execution and strategic account management to ensure the largest customers achieve maximum value from the platform. This role owns the post-sales engagement, adoption, and expansion strategy for a significant portfolio, acting as a key leader in scaling team performance and fostering deep customer partnerships. The individual will ensure their CSMs partner effectively with Renewal Managers and Account Executives to drive renewal readiness and commercial outcomes — modeling and coaching the cohesive account team approach that drives the best results for customers, and stepping in to support when needed. Above all, this role brings a people-first mindset — leading with high emotional intelligence, investing deeply in the team’s growth, and building the kind of trust that drives both employee and customer outcomes. This role will work with leaders across Sales, Services, and Product to align on customer outcomes and serve as a senior voice of the customer, ensuring their success and long-term growth. Key ResponsibilitiesDrive Customer Value & GrowthEnsure every customer experiences consistent, high-quality engagement throughout their lifecycle.Partner with Sales, Renewals, and Services leadership to drive adoption, retention, and expansion across the customer base.Model and coach a cohesive account team approach — ensuring CSMs, TAMs, Account Executives, and Renewal Managers operate as a unified team aligned on customer outcomes.Provide executive sponsorship for strategic accounts and serve as a trusted advisor to C-level customer stakeholders. Cultivate Deep Product ExpertiseUphold one of the hallmarks of the Customer Success team by developing and maintaining deep knowledge of the platform and its integrations within customer environments.Ensure the CSM organization is equipped to provide best practices, training, and guidance that maximize customer value and adoption.Champion product expertise as a differentiator, reinforcing credibility and trust with customers at every level. Foster a High-Performance CultureLead with a people-first mindset — genuinely investing in the development, wellbeing, and career growth of every member of the team.Hire, coach, and develop top talent at every level of the CSM org, leading with high emotional intelligence and self-awareness.Set and uphold high performance and engagement standards, balancing accountability with empathy.Cultivate a culture that embodies the organization’s guiding principles, especially “Enjoy the Ride.” Drive Commercial Impact & RetentionLead a team in owning and exceeding a dedicated customer retention target for the assigned strategic portfolio.Drive adoption of MEDDPICC sales methodology.Ensure CSMs run proactive renewal validation — confirming stakeholder alignment, surfacing risk, and documenting customer value — in close partnership with their Renewal Managers.Maintain forecasting accuracy for renewals and expansion, providing reliable, data-driven insights to leadership.Drive CSMs to surface and qualify expansion opportunities in partnership with Account Executives who own the commercial relationship, stepping in to support key deals as needed. Collaborate Cross-FunctionallyPartner with Product leadership to channel customer insights into product strategy and innovation.Work with Marketing and Sales to align on customer advocacy, referenceability, and expansion opportunities.Collaborate with Operations and Analytics to ensure data-driven decision-making across the CSM function. Lead & Scale the OrganizationBuild and inspire a segment-focused Customer Success team that sets the standard for excellence across Enterprise and Strategic accounts.Implement scalable processes, tools, and metrics that drive efficiency, consistency, and predictable outcomes.Develop the leadership bench within the CSM org, ensuring succession planning and long-term organizational strength. Required Qualifications8+ years of experience in Customer Success, post-sales, or sales leadership in SaaS, with a focus on Enterprise or Strategic segments.6+ years of direct client management experience with enterprise-level customers.Demonstrated ability to design, build, and scale global organizations and processes.Track record of owning retention and growth metrics, including experience partnering with renewal and sales teams on commercial execution.Experience building and modeling cohesive account team motions across CS, Sales, and Renewals.Proven executive leadership and decision-making capabilities with strong operational rigor.High emotional intelligence and a people-first leadership style — leading with empathy, building trust quickly, and bringing out the best in the people around you.Strong communication and storytelling skills, with the ability to influence internal stakeholders and engage with C-level executives.Deep familiarity with SaaS businesses, including metrics, challenges, and lifecycle dynamics.Experience working cross-functionally with Product, Sales, Services, and Marketing to deliver seamless customer outcomes.Familiarity with MEDDPICC or comparable sales methodologies and their application within a Customer Success context.Successful history of hiring, developing, and retaining world-class talent across leadership and frontline roles.Strong technical and product acumen, including experience with CRM platforms (Salesforce/Dynamics 365) and sales enablement technologies.Entrepreneurial mindset, adaptable to change, with a focus on solutions and opportunities. Location & CompensationThis position is available either in-office or remote, as applicable, in the following states: Arizona, Arkansas, California, Connecticut, Florida, Georgia, Idaho, Illinois, Maryland, Massachusetts, Michigan, Minnesota, Missouri, Montana, Nevada, New Hampshire, New Jersey, New York, North Carolina, Ohio, Oregon, Pennsylvania, South Carolina, Tennessee, Texas, Utah, Virginia, Washington, Washington D.C., and Wisconsin. Base salary range: $143,500 - $206,500. On Target Earnings (OTE) range: $205,000 - $295,000, 70.00% base/30.00% variable target OTE split. The above represents total expected compensation for this role. Actual compensation will depend on various job-related factors, including, but not limited to, location, experience, and job qualifications. The organization also offers the following employee benefits for this position:Comprehensive medical, dental, vision, disability, and life benefitsHealth Savings Account (HSA) with employer contribution401(k) Matching with immediate vesting on employer matchFlexible PTO8 paid holidays and 5 paid days for Annual Holiday WeekQuarterly Recharge Fridays (paid days off for mental health recharge)18 weeks paid parental leaveAccess to Coaches and Therapists through Modern Health2 volunteer days per yearCommuting benefits Equal Opportunity StatementThe hiring company is an equal opportunity employer and values diversity at the company. It does not discriminate on the basis of age, ancestry, citizenship, color, ethnicity, family or medical care leave, gender identity or expression, genetic information, marital status, medical condition, national origin, physical or invisible disability status, political affiliation, veteran status, race, religion, or sexual orientation. If this role resonates with you, please apply.