Join a top insurtech company that’s revolutionizing digital insurance to help people protect what matters most. Ready to take on the challenge?

Founded in 2015, Sure is the fastest-growing insurtech powering the most advanced digital insurance platforms globally. Our technology enables brands and insurers to quickly launch and scale insurance offerings, reaching customers wherever they are. We make it easy to purchase insurance anytime, anywhere—helping our partners make digital insurance universally accessible.

🤝 Culture is key
Be part of a team of intelligent, passionate, collaborative, and driven individuals. We believe in empowering our people and encouraging autonomy and independence.

🌐 Remote-first company
This position is based in Dallas.

🏆 Committed to excellence
Sure has been recognized as the 13th Fastest Growing Company by Deloitte Technology Fast 500, an Inc. 5000 Fastest Growing Company in North America, a two-time Forbes Fintech 50 honoree, and one of CNBC’s Top Insurtech Companies, among other honors.

💰 Strong financial backing
In October 2021, we secured $100M in Series C funding, reaching a valuation of $550M.

We’re growing!

We’re hiring our first Customer Success leader—a hands-on professional who will manage retention, optimization, and revenue growth across our enterprise clients. As the founding member of the Customer Success team, you’ll build strong client relationships and lay the groundwork for a department you’ll eventually lead. This role is ideal for someone with a builder’s mindset, who thrives in a consultative enterprise environment, can advise C-level executives, and has the strategic vision to scale a world-class Customer Success function.

What you’ll do:

Revenue Growth, Retention, and Expansion

– Own net dollar retention (NDR) and gross written premium (GWP) targets for existing clients
– Drive revenue through program optimization and account management
– Identify and execute growth opportunities within your accounts
– Lead upselling efforts by introducing new products and services

Program Success & Adoption

– Guide new programs to ensure fast adoption and measurable success
– Work closely with partners to reach a point of significant revenue and regulatory complexity that ensures long-term retention
– Act as the strategic advisor and main point of contact to help clients optimize their insurance programs

Customer Engagement

– Maintain direct relationships with C-suite executives at enterprise accounts
– Balance client needs with Sure’s business goals
– Become a trusted expert and extension of each client’s team

Foundation Building & Process Development

– Develop scalable playbooks for account growth and expansion
– Document best practices and processes to serve as team standards
– Build foundational workflows and systems to support future growth
– Collaborate with leadership to define KPIs and reporting based on real-world results

What we’re looking for:

– 10+ years in customer success, account management, or similar roles, managing complex enterprise accounts
– 3+ years of experience building and leading customer success teams from the ground up
– Proven track record in driving revenue growth and client retention
– Experience scaling Customer Success teams from 1 to 10+ people
– Comfortable with tough conversations and decision-making
– Skilled in consultative selling and solution-based strategies
– Deep understanding of SaaS metrics like NDR, GRR, and NPS
– A self-starter who can balance long-term vision with immediate priorities

What we offer:

– Unlimited PTO—we truly encourage you to take time off
– Mental health support, including a meditation app and weekly wellness hour
– Work-from-home stipend to help you stay productive remotely
– Comprehensive medical, dental, and vision plans
– Equity and 401(k)
– Generous parental leave

We’re an equal opportunity employer and value diversity. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability.

Learn more at https://www.sureapp.com and follow @SureHQ on Twitter, Facebook, and Instagram.

Employment at Sure is contingent upon successful completion of background, education, and employment checks. Written consent will be obtained for all verifications.