Principal Customer Success Executive

Siteimprove; Minneapolis (MN); On-site; USD 125,000 - 160,000; Full time

Benefits offered by this job

Open Paid Time Off

401(k) matching

Comprehensive benefits

Health, dental, vision

Job summary

Siteimprove is seeking a Principal Customer Success Executive to partner with our most strategic customers, shaping account strategies and driving long-term value from the platform and AI capabilities.

You will influence retention and growth by aligning Siteimprove solutions to executive priorities, delivering measurable outcomes and cross-functional collaboration across product, GTM, and services.

Qualifications

• 10+ years of Customer Success, Account Management, or similar leadership roles in a SaaS environment.
• Proven ability to manage enterprise or strategic customer portfolios with retention outcomes.
• Demonstrated ability to build executive-level relationships and influence decisions.
• Experience owning complex account strategies and driving measurable business outcomes.
• Track record leading cross-functional teams to deliver customer value and growth.

Responsibilities

• Own strategic customer relationships with Siteimprove’s most valuable accounts and executive stakeholders.
• Drive retention, growth, and business outcomes across an enterprise portfolio; lead Executive Business Reviews (EBRs).
• Navigate high-risk scenarios, renewals, and churn mitigation; guide customers through transformation.
• Scale impact by defining best practices for strategic accounts and mentoring Senior Customer Success Executives.

Skills

Executive relationships

Enterprise portfolio mgmt

Cross-functional collab

Strategic thinking

Complex account strategies

SaaS/CS leadership

Job description

We are seeking a Principal Customer Success Executive to partner with our most strategic and complex customers, driving long‑term value realization and measurable business outcomes. In this highly visible role, you will operate at the intersection of customer success, product, and go-to-market—owning executive relationships, shaping account strategy, and ensuring customers fully realize the impact of Siteimprove’s platform and AI capabilities.

As a senior customer leader, you will influence retention and growth across key accounts by aligning Siteimprove’s solutions to customer priorities such as accessibility compliance, content performance, and digital transformation. You will serve as a trusted advisor to executive stakeholders, guide customers through moments of change and opportunity, and proactively identify ways to expand value.

This role also plays a critical part in scaling success across the organization—bringing forward customer insights to influence product direction, defining best practices, and elevating how we engage and grow our top‑tier customers. It requires strong strategic thinking, commercial acumen, and the ability to build deep, long‑term partnerships while driving outcomes across a complex stakeholder landscape.

We are seeking a Principal Customer Success Executive to partner with our most strategic and complex customers, driving long‑term value realization and measurable business outcomes. In this highly visible role, you will operate at the intersection of customer success, product, and go-to-market—owning executive relationships, shaping account strategy, and ensuring customers fully realize the impact of Siteimprove’s platform and AI capabilities.

As a senior customer leader, you will influence retention and growth across key accounts by aligning Siteimprove’s solutions to customer priorities such as accessibility compliance, content performance, and digital transformation. You will serve as a trusted advisor to executive stakeholders, guide customers through moments of change and opportunity, and proactively identify ways to expand value.

This role also plays a critical part in scaling success across the organization—bringing forward customer insights to influence product direction, defining best practices, and elevating how we engage and grow our top‑tier customers. It requires strong strategic thinking, commercial acumen, and the ability to build deep, long‑term partnerships while driving outcomes across a complex stakeholder landscape.

What you will be doing

Own Strategic Customer Relationships

• Serve as the primary relationship owner forSiteimprove’smost strategic and high-value customers
• Build and maintain trusted advisor relationships with executive stakeholders, aligning solutions to customer business priorities

Drive Retention, Growth & Business Outcomes

• Own gross and net retention performance across an enterprise portfolio
• Identify, shape, and execute expansion opportunities aligned to customer goals and business outcomes
• Lead Executive Business Reviews (EBRs) that clearly communicate value, progress against KPIs, and future opportunities

Lead Complex Customer Scenarios

• Navigate high-risk and high‑impact situations, including escalations, renewals, and churn mitigation
• Guide customers through organizational change, digital transformation, and evolving priorities
• Partner cross‑functionally to ensure alignment and successful outcomes across complex customer environments

Scale Impact Across the Organization

• Define and drive best practices for managing strategic accounts within Customer Success
• Act as a mentor, thought leader, and escalation point for Senior Customer Success Executives and the broader team
• Lead or contribute to initiatives that improve customer engagement models, processes, and retention strategies

Influence Product & Go-to-Market Strategy

• Partner with Product, Marketing, and Sales to bring forward customer insights and influence roadmap direction
• Identifytrends across customer segments and industries to inform broader strategy
• Support strategic opportunities in partnership with GTM teams to drive alignment, value realization, and growth

• Travel may berequired; a valid passport isrequired

• Perform other duties as assigned

FedRAMP Classification Notice

This position is currentlydesignatedas Out of Scope for FedRAMP‑authorized systems and environments. Individuals in this role are not expected to require access to systems or data within the FedRAMP authorization boundary as part of their regular job responsibilities.

If business needs change and the role is expanded to include access to FedRAMP‑authorized systems or data, any required verification, authorization, confidentiality, or access‑control requirements must be successfully completed before such access is granted.

What we require of you

• You embody our core values: People‑centric, Customer‑focused, embrace and drive change, passion to succeed, and value diversity and inclusion
• 10+ years of experience in Customer Success, Account Management, or similar customer‑facing roles in a SaaS environment
• Proven success managing enterprise or highly strategic customer portfolios with strong gross and net retention outcomes
• Demonstrated ability to build executive‑level relationships and influence decision‑making
• Experience owning complex account strategies and driving measurable business outcomes
• Track record of leading cross‑functional collaboration to deliver customer value
• Strong business acumen, strategic thinking, and problem‑solving skills

What we’ll love about you

• Experience in SaaS, Martech, digital experience, or analytics platforms
• Experience supporting accessibility, SEO/AIO, or digital content strategy initiatives
• Demonstrated success driving expansion and growth within existing accounts
• Experience influencing product direction based on customer insights
• Background in high‑growth or transformation‑focused environments
• Strong communication, storytelling, and executive presence skills
• Experience mentoring or formally/informally leading others

What you’ll love about us

We’re building the next generation of AI‑powered content intelligence, helping organizations unify accessibility, SEO/AEO, analytics, and content performance into one platform. If you’re energized by solving complex problems, working cross‑functionally, and contributing to a product with real‑world impact, we’d love to connect.

In addition, we hope you’ll appreciate:

At Siteimprove, we’re committed to supporting your wellbeing both at work and beyond. Our U.S. benefits are designed to help you stay healthy, recharge, care for your family, and plan confidently for the future.

Rest and relaxation:

Open Paid Time Off (OPTO) for vacation, personal illness, mental health, or caring for a family member, plus paid holidays, volunteer leave, parental leave, and our Step Back In program to support a smooth transition back to work.

Comprehensive benefits:

Medical, dental, and vision coverage, Health Savings Account (HSA), Flexible Spending Accounts (FSA), employer‑paid life and disability insurance, employee assistance programs, virtual care, wellness resources, and more.

Prepare for the future:

401(k) with company matching contributions, life and AD&D insurance, and financial wellness resources to help you plan for the future.

Siteimprove is an equal opportunity employer

All qualified applicants will receive consideration for employment without regard to race, color, sex, sexual orientation, gender identity, religion, national origin, disability, veteran status, age, marital status, pregnancy, genetic information, or other legally protected status.

Siteimprove is a global corporation that has developed data practices to ensure your personally identifiable information is appropriately protected. Please note that personal information may be transferred, accessed, and stored globally as necessary for the uses and disclosures stated in accordance with our Privacy Policy at https://siteimprove.com/en/privacy/.

FedRAMP Authorization Notice for Job Postings

This position may involve access to systems, information, or customer environments that are subject to the Federal Risk and Authorization Management Program (FedRAMP). Where applicable, FedRAMP‑related responsibilities will be outlined in the job description.

If the role includes FedRAMP‑related duties, candidates may be required to meet the following requirements:

Identity Verification

Candidates must successfully complete federal I-9 employment eligibility verification.

Citizenship/Residency Requirement

Certain roles may be limited to U.S. citizens or lawful permanent residents if job duties include access to controlled systems, environments, or data.

Access Authorization

Employment offers for applicable roles are contingent upon confirmation that the candidate meets the minimum access requirements associated with the FedRAMP authorization level required for the position.

By applying, you acknowledge that, if the role includes FedRAMP‑related responsibilities, employment may be subject to these authorization and verification requirements.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

The base salary for this role will fall within the posted range and is determined by experience, qualifications, and location.

Additional Compensation: Quarterly commissions subject to the terms of the applicable commission plan.