VP of Customer Success (Remote - Anywhere)

This position is posted by Jobgether on behalf of Sure. We are currently looking for a VP of Customer Success in Anywhere.

This leadership role offers the chance to build and scale a high-impact Customer Success organization within a fast-growing digital insurance technology company. As the inaugural Customer Success leader, you will own enterprise customer retention, growth, and monetization, developing deep, trusted relationships with C-suite executives. You will drive revenue expansion by optimizing customer programs and creating scalable processes to support sustainable growth. This role demands a strategic thinker with hands-on experience in consultative enterprise environments, capable of shaping a world-class team from the ground up while delivering immediate business results.

Accountabilities:

• Own net dollar retention and gross written premium growth targets across the enterprise customer base.
• Drive revenue expansion through program optimization, account management, and upsell initiatives.
• Guide newly launched customer programs to rapid adoption and long-term success.
• Act as the primary strategic advisor to enterprise clients, balancing advocacy with business objectives.
• Maintain direct relationships with C-suite executives, establishing trust and partnership.
• Develop scalable playbooks, processes, and workflows to support Customer Success growth.
• Collaborate with executive leadership to define KPIs and reporting frameworks based on real results.

• 10+ years of hands-on customer success, account management, or related experience managing complex enterprise accounts.
• 3+ years building and leading Customer Success teams from early stages.
• Proven ability to drive revenue growth and retention both as an individual contributor and a team leader.
• Demonstrated success scaling Customer Success organizations from inception to mature teams.
• Skilled in consultative selling and solution-based approaches.
• Deep understanding of SaaS success metrics such as NDR, GRR, and NPS.
• Comfortable making tough decisions and managing difficult conversations directly with clients.
• Self-starter mindset with a vision for future organizational growth while executing current priorities.

• Unlimited Paid Time Off to encourage work-life balance.
• Access to company-provided mental health resources, including meditation app and wellness hours.
• Work-from-home stipend to support a productive remote work environment.
• Comprehensive medical, dental, and vision insurance plans.
• Equity participation and 401(k) retirement savings plan.
• Generous parental leave policies.
• Commitment to diversity and equal opportunity employment practices.

Jobgether is a Talent Matching Platform that partners with companies worldwide to efficiently connect top talent with the right opportunities through AI-driven job matching.
When you apply, your profile goes through our AI-powered screening process designed to identify top talent efficiently and fairly.
🔍 Our AI evaluates your CV and LinkedIn profile thoroughly, analyzing your skills, experience, and achievements.
📊 It compares your profile to the job’s core requirements and past success factors to determine your match score.
🎯 Based on this analysis, we automatically shortlist the 3 candidates with the highest match to the role.
🧠 When necessary, our human team may perform an additional manual review to ensure no strong profile is missed.

The process is transparent, skills-based, and free of bias — focusing solely on your fit for the role.
Once the shortlist is completed, we share it directly with the company that owns the job opening. The final decision and next steps (such as interviews or additional assessments) are then made by their internal hiring team.
Thank you for your interest!

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