Highspot

Head of Customer Success

Highspot

full-time

Posted on:

Location Type: Remote

Location: Remote • Arizona, California, Connecticut, Florida, Idaho, Illinois, Maryland, Massachusetts, Minnesota, Missouri, Montana, Nevada, New Hampshire, New Jersey, New York, North Carolina, Ohio, Oregon, Pennsylvania, South Carolina, Tennessee, Texas, Utah, Virginia, Washington, Wisconsin • 🇺🇸 United States

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Salary

💰 $176,400 - $265,300 per year

Job Level

Lead

About the role

  • Drive Customer Value & Growth
  • - Ensure every customer experiences a consistent, high-quality engagement throughout their lifecycle.
  • - Partner with Sales, Renewals, and Services leadership to drive adoption, retention, and expansion across the customer base.
  • - Provide executive sponsorship for strategic accounts and serve as a trusted advisor to C-level customer stakeholders.
  • Cultivate Deep Product Expertise
  • - Uphold one of the hallmarks of Highspot’s Customer Success team by developing and maintaining deep knowledge of our 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 for our team, reinforcing credibility and trust with customers at every level.
  • Foster a High-Performance Culture
  • - Hire, coach, and develop top talent at every level of the CSM org.
  • - Set and uphold high performance and engagement standards, balancing accountability with empathy.
  • - Cultivate a culture that embodies Highspot’s guiding principles, especially “Enjoy the Ride.”
  • Collaborate Cross-Functionally
  • - Partner with Product leadership to channel customer insights into product strategy and innovation.
  • - Work with Marketing and Sales to align on customer advocacy, reference-ability, and expansion opportunities.
  • - Collaborate with Operations and Analytics to ensure data-driven decision-making across the CSM function.
  • Lead & Scale the Organization
  • - Build and inspire a Customer Success organization that sets the standard for excellence and drives outcomes across all segments.
  • - 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.

Requirements

  • 12+ years of experience leading high-performing Customer Success or post-sales organizations in a SaaS environment, with proven success at scale.
  • 7+ 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, growth, and customer satisfaction metrics across a large customer base.
  • Proven executive leadership and decision-making capabilities with strong operational rigor.
  • Strong communication and storytelling skills, with the ability to influence internal stakeholders and engage externally 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.
  • Successful history of hiring, developing, and retaining world-class talent across leadership and frontline roles.
  • Strong technical and product acumen, with the ability to translate customer needs into product strategy.
  • Experience with enterprise SaaS technologies (CMS/DMS, CRM platforms such as Salesforce/Dynamics 365).
  • Entrepreneurial mindset, adaptable to change, with a focus on solutions and opportunities.
  • Proven track record of defining and optimizing customer success processes to drive scale and impact.
Benefits
  • Comprehensive medical, dental, vision, disability, and life benefits
  • Health Savings Account (HSA) with employer contribution
  • 401(k) Matching with immediate vesting on employer match
  • Flexible PTO
  • 8 paid holidays and 5 paid days for Annual Holiday Week
  • Quarterly Recharge Fridays (paid days off for mental health recharge)
  • 18 weeks paid parental leave
  • Access to Coaches and Therapists through Modern Health
  • 2 volunteer days per year
  • Commuting benefits

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard skills
customer success metricscustomer satisfaction metricsretention strategiesgrowth strategiesprocess designorganizational scalingproduct strategycustomer engagementdata-driven decision-makingtechnical acumen
Soft skills
executive leadershipcommunication skillsstorytelling skillsinfluencing skillscoachingtalent developmentcollaborationadaptabilityaccountabilityempathy
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