Senior Level Head Of Customer Success Jobs
Senior level head of customer success jobs place experienced professionals in charge of retention strategy, customer lifecycle ownership, and the teams and programs that drive measurable outcomes at scale. Openings concentrate in Technology & Software, Banking & Financial Services, and Insurance, with Ramp, Harvey, and Aon among the employers hiring at this level now.
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Head of Customer Success - SaaS
About Us:
ShipperHQ is a trusted leader in the e-commerce shipping space, with over 15 years of experience helping merchants deliver better checkout experiences. Founded in 2009, we power shipping logic and checkout optimization for thousands of brands, from DTC disruptors to enterprise retailers, in 150+ countries. Based in Austin with a gl
What You’ll Do:
The Head of Customer Success is a key driver of ShipperHQ’s revenue, owning retention and expansion while ensuring a high level of customer service. You’ll partner closely with sales and support to keep customer success at the center of everything we do.
This is a hands-on leadership role focused on reducing churn, increasing retention, and driving client satisfaction. You’ll work directly with customers, understand their needs, and take action, bringing both strategic thinking and a willingness to execute.
- Commercially Driven: Own the Net Revenue Retention and Gross Revenue Retention targets. You will treat the CS department as a revenue driver and identify expansion opportunities.
- Operational Execution: You will lead by example. This means rolling up your sleeves to map out customer journeys and directly managing key accounts.
- AI Strategic Roadmap: Lead the implementation of AI-driven CS operations.
- Precision Segmentation: Move beyond basic tiers to behavioral segmentation. You will design workflows that provide white-glove service to high-value accounts while utilizing "tech-touch" to maintain high engagement across our volume-based segments.
- Innovation & Improvement: Constantly audit and disrupt your own playbooks. You will identify where manual friction exists and replace it with intelligent automation.
- Commercial Leadership: Coach a team of CSMs to have a sales mindset. You will foster an environment where "Success" is defined by the customer’s increased investment in ShipperHQ.
What we’re looking for:
- Bachelor’s degree or equivalent experience.
- Experience: 8+ years in Customer Success/Account Management, with 3+ years in a senior leadership role, ideally in B2B SaaS.
- Low Ego / High Ownership: You have the seniority to lead a meeting but the humility to help a CSM troubleshoot a complex issue. You find joy in 'doing' as much as 'delegating’.
- AI Fluency: You have a proven ability to use and implement AI tools to automate workflows and extract actionable insights from data.
- Entrepreneurial mindset: You are comfortable with revenue targets and understand the unit economics of a SaaS business. You know how to translate "customer satisfaction" into company profitability.
- Data Literacy: Expert-level understanding of NRR, LTV/CAC ratios, and engagement metrics. You don't just report on data; you use it to predict the future.
- Operational Grit: You’ve built or scaled a CS department during a period of growth or technological transition.
- Experience in e-commerce or shipping/logistics technology is a plus
- Communication: Exceptional ability to communicate with customers, colleagues and senior management.
Why ShipperHQ?
This is a highly fast-paced environment where no two days will look alike. For the right candidate, with the right attitude, there are fantastic opportunities for career progression. We are an agile, fast-moving team that likes to roll up our sleeves and solve some of the biggest issues in shipping. You will learn more at ShipperHQ in a year than you would in 3 years at other companies, thanks to our collaborative learning culture that fosters continuous growth and innovation.
Benefits and Perks:
- Collaborate with a motivated team, directly tying your results to organizational success
- 22 days of PTO plus public holidays
- 401k Match
- Medical, Dental, and Vision Insurance
- Maternity and Paternity Leave
- This is a hybrid, full-time position working out of our Austin, TX office in the Arboretum Area
- Compensation is based on experience
At ShipperHQ, we’re proud to be a team that’s as diverse as the merchants we serve. As a member of the e-commerce community, we take responsibility to empower shops, large and small to grow and thrive through the power of technology to heart. With honesty, responsiveness, and innovation at the center of all we do, we remain committed to hiring the right people for the job, regardless of race, background, religion, or eccentricity.
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Who's Hiring
- Ramp2
- Harvey2

- Aon1
- Adobe1
- Anthropic1
Top Industries Hiring
- Technology & Software4
- Banking & Financial Services2
- Insurance1
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Senior Level Head Of Customer Success Jobs: Frequently Asked Questions
How do I get a senior level head of customer success job?
Employers at this level look for candidates who have owned customer retention and expansion outcomes across a large book of business, built or scaled CS teams, and can demonstrate measurable impact on net revenue retention. A strong portfolio of cross-functional work, experience influencing product and sales strategy, and a history of developing junior talent will set you apart from mid-level applicants.
Which companies hire senior level head of customer successs?
Companies hiring senior level head of customer successs right now include Ramp, Harvey, and Aon, based on current listings on Migrate Mate as of July 2026. Hiring at this level is led by growth-stage SaaS companies, enterprise technology firms, and service organizations with complex, high-value customer relationships that require strategic leadership to retain and expand.
Are there remote senior level head of customer success jobs?
Yes, remote and hybrid options are common at this level. About 14% of senior level head of customer success openings are remote or hybrid as of July 2026, reflecting broad employer acceptance of distributed leadership in customer success. Fully on-site roles still exist, particularly in enterprise organizations that prioritize in-person executive alignment and team management.
What makes a head of customer success role senior level?
Senior level head of customer success roles involve owning the full customer lifecycle strategy, not just executing it. These positions carry accountability for net revenue retention, churn targets, and team performance across segments or regions. They also include meaningful people leadership, influence over product and go-to-market decisions, and responsibility for building scalable processes that the broader CS organization runs on.
Which industries hire the most senior level head of customer successs?
Senior Level head of customer success roles concentrate in Technology & Software, Banking & Financial Services, and Insurance, based on current listings on Migrate Mate as of July 2026. These sectors tend to operate subscription or recurring-revenue models where long-term customer retention directly drives growth, making experienced CS leadership a strategic priority rather than a supporting function.