Director of Customer Success

Cyvl is a Boston-based tech startup revolutionizing how governments map and manage transportation infrastructure. Our enterprise-grade hardware and software solutions leverage 3D mapping sensors to capture LiDAR, imagery, and GPS data, retrofitted to our customers' vehicles. This data is processed through our AI-powered cloud pipelines to generate actionable geospatial insights that save cities time, money, and resources.

At Cyvl, our mission is to empower governments to build and maintain public infrastructure they’re proud of by accelerating decision-making through our sensors and Infrastructure Intelligence Platform. We are hiring a Director of Customer Success to own retention, expansion, and post-sale system design. You will build the systems, segmentation, automation, and health scoring engine that transforms Customer Success from reactive support to proactive revenue growth.

We’re a fast-moving, high-growth team that believes in solving real-world problems with authenticity, simplicity, and boldness. Every member of our team is empowered to take ownership, deliver results, and leave a lasting impact on the communities we serve.

This is a builder role. You will lead a lean team of two and design the operating model that allows us to scale from dozens to 200+ accounts without degrading experience. This is a revenue accountability role. You will own Net Revenue Retention, Gross Revenue Retention, expansion pipeline, and renewal forecasting. You will be measured on revenue outcomes, not activity metrics.

• Retention & Revenue Growth: Drive Net Revenue Retention ≥ 120% and Gross Revenue Retention ≥ 95%; build a forecastable expansion pipeline; standardize multi-year enterprise renewals

• Scalable CS Operating Model: Deploy SMB vs. Enterprise segmentation with differentiated engagement motions; build documented CS playbooks; automate ≥ 70% of onboarding and renewal workflows; scale to 200+ accounts without quality loss

• Enterprise Customer Success: Implement Executive Business Review framework with stakeholder mapping; tie success plans to measurable ROI and budget justification; document repeatable motion

• Onboarding & Time to Value: Deliver time to first measurable value in under 60 days with structured onboarding; identify risk signals within the first 90 days

• 5+ years in Customer Success, Account Management, or Post-Sale Revenue leadership

• Proven track record of driving NRR ≥ 110% in a B2B SaaS or GovTech environment

• Experience building CS functions from scratch or re-architecting for scale; deep comfort with automation, AI tooling, and building systems that reduce manual effort

• Experience managing government or public sector customers

• Executive presence: comfortable engaging commissioners, DOT directors, and city managers; strong data orientation with experience in health scoring, segmentation, and revenue forecasting

• Comprehensive health, dental, and vision coverage

• 401(k) with immediate vesting

• Generous PTO, paid parental leave, and flexible work options

• Annual professional development stipend

• Team events, referral bonuses, and a collaborative, growth-focused culture

At Cyvl, you’ll join a driven and supportive team that’s all out in building technology with real impact. We care deeply about our work, our customers, and each other. Collaboration and trust are at the core of how we operate.

Our values guide how we operate and shape a team that is genuinely RAARE:

Real - authentic, transparent, focused on solving real problems with simple, effective solutions.

All Out - bold, driven, and committed to delivering results that matter.

Accelerating - always learning, growing, and moving with intention.

Reliable - we follow through and deliver at a consistently high bar.

Empowering - we lift each other up and help governments build infrastructure they can be proud of.

Learn about our startup journey

Learn what we are doing

Learn about our customers

Together, we stay curious, learn quickly, and keep raising the bar. If you want to grow, make an impact that truly matters, and be part of a team that’s shaping the future of public infrastructure, you’ll feel right at home at Cyvl.

At Cyvl, we welcome and celebrate diversity in all its forms. We do not discriminate based on race, color, religion, sex, gender identity or expression, sexual orientation, age, national origin, disability, veteran status, or any other protected characteristic. Your unique perspective is valued here.