Carrot

Fertility and family care platform

Director,CustomerSuccess

$155–180k Boca Raton, Florida, United States Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Director candidates.

The Brief

“Director, Customer Success at Carrot. Skills: Customer Success leadership, Strategic Customer Success, Enterprise account management, Team leadership, Operational excellence, Customer retention, Customer growth, Customer engagement. Lead, coach, and develop a team of Senior Customer Success Executives and Customer Success Executives responsible for Carrot’s most strategic enterprise accounts. Define and execute a customer success strategy focused on retention, expansion, adoption, and long-term ”

What You'll Achieve.

Strengthened retention and customer health across Carrot’s strategic customer portfolio; Improved executive-level customer engagement and positioned Carrot as a trusted long-term partner; Built scalable Customer Success operating rhythms and processes that improve consistency, visibility, and execution; Increased customer adoption, engagement, and expansion opportunities across key accounts; Developed and elevated a high-performing Customer Success team through coaching, mentorship, and clear accountability; Established data-driven approaches to identifying churn risks and growth opportunities; Strengthened cross-functional alignment between Customer Success, Sales, Product, and Operations; Helped shape the future strategy and growth of Carrot’s Strategic Customer Success organization

Industry & Context.

Fertility and family care platform
Problems you'll solve

Analytical and operational skills with the ability to leverage customer data and business metrics to guide decision-making; Proactively identify risks and growth opportunities

Eligibility Requirements

Ability to travel to clients about 5 business days per quarter

What They're Looking For.

Must Have

8+ years of experience in Customer Success, Strategic Account Management, Consulting, or other customer-facing leadership roles, 3+ years of people management experience leading and developing high-performing customer-facing teams, Proven track record in managing and growing large-scale strategic enterprise accounts, ideally supporting customers with populations of 20,000+ lives, Experience in B2B SaaS, healthcare technology, benefits, or other highly consultative environments, Executive communication, relationship-building, and stakeholder management skills, Experience driving retention, expansion, customer adoption, and value realization initiatives, Analytical and operational skills with the ability to leverage customer data and business metrics to guide decision-making, Demonstrated success operating cross-functionally and influencing senior stakeholders, Comfort navigating fast-paced, high-growth environments where strategy and execution happen simultaneously

Nice to Have

Experience supporting enterprise HR, benefits, healthcare, or people-focused customer organizations, Experience working within fertility, digital health, healthcare benefits, or broader health tech industries, Experience scaling or transforming Customer Success organizations within high-growth companies, Familiarity with customer success platforms, health scoring methodologies, and enterprise renewal strategies

What You'll Do.

and develop a team of Senior Customer Success Executives and Customer Success Executives responsible for Carrot’s most strategic enterprise accounts

Define and execute a customer success strategy focused on retention

and long-term customer health

Build executive-level relationships with customer stakeholders and serve as an executive sponsor for key strategic accounts

Drive customer engagement strategies that increase value realization

and measurable business impact

Leverage customer health metrics

and feedback trends to proactively identify risks and growth opportunities

Establish scalable operational processes and best practices across strategic account management

and customer planning

Influence product strategy and innovation by representing the voice of the customer internally

Partner with Customer Success leadership on organizational planning

segmentation strategy

and long-term scaling initiatives

Foster a culture of accountability

continuous improvement

and customer obsession across the team

How You'll Work.

Team & Collaboration

Partner cross-functionally with Product, Sales, Marketing, Operations, and other internal stakeholders to ensure a seamless and high-impact customer experience; Partner with Customer Success leadership on organizational planning, segmentation strategy, team structure, and long-term scaling initiatives; Strengthened cross-functional alignment between Customer Success, Sales, Product, and Operations

Communication Scope

Executive communication

Full Job Description

About Carrot: Carrot is a global, comprehensive fertility and family care platform, supporting members and their families through many of life's most memorable moments. Trusted by many of the world’s leading multinational employers, health plans, and health systems, Carrot’s proven clinical program delivers exceptional outcomes and experiences for members and industry-leading cost-savings for employers. Its award-winning products serve all populations, from preconception care through pregnancy, IVF, male factor infertility, adoption, gestational carrier care, and menopause. Carrot offers localized support in over 170 countries and 25 languages. With a comprehensive program that prioritizes clinical excellence and human-centered care, Carrot supports members and their families through many of the most meaningful moments of their lives. Learn more at get-carrot.com. The Opportunity 🚀 Carrot is seeking a Director, Customer Success to lead and evolve our Strategic Customer Success function—supporting Carrot’s largest and most complex enterprise customers with populations of 20,000+ lives. This is a highly strategic leadership role focused on driving long-term customer value, retention, growth, and engagement across Carrot’s most important customer relationships. You will shape the vision, operating model, and execution strategy for the Strategic Customer Success segment while partnering closely with leaders across Product, Sales, Marketing, Operations, and Executive Leadership. As a senior leader within Customer Success, you will help define how Carrot delivers measurable business outcomes for enterprise customers while influencing the future of our customer experience, product roadmap, and go-to-market strategy. The ideal leader brings a strong customer-centric mindset, operational rigor, executive presence, and a passion for developing high-performing teams in a fast-paced, mission-driven environment. What You’ll Own 💼 In this role, you will: Lead, coach, and develo

Free ATS check

Applying for this Director, Customer Success role?

Most applicants get filtered before a human reads their resume. See if yours makes the cut.

How to Apply on Greenhouse

  • Create a Greenhouse profile before applying — it saves time across multiple applications.
  • Upload your resume as a PDF; the parser handles it better than Word.
  • Answer all knockout questions carefully — wrong answers auto-reject before a human sees you.
  • Enable email notifications to track application status in real time.

ANONYMOUS · UNFILTERED

What do employees actually say about Carrot?

Real rants from real employees. Read before you apply.

Read Company Rants →