Customer Success Leader
$160k - $180k USD
About us
TruffleHog is a popular open source tool used by security researchers all over the world to find leaky API keys and responsibly disclose them to affected companies. This provides income through bug bounty platforms like HackerOne to individuals that may otherwise have a hard time finding employment. This also prevents breaches from occurring, which can be very costly for companies to resolve.
When we founded Truffle Security Co. in February of 2021, we committed to continue to grow a community with security researchers around the world, and continue to provide free and open resources to support those that make the world more secure. We have a strong commitment to open source and to the community. We’re looking for help supporting our mission to prevent leaking credentials and build the best products for machine identity protection.
At Truffle, you’ll have the opportunity to join a fully remote, collaborative team contributing to meaningful advancements in cybersecurity.
About the role
We’re looking for a passionate and strategic Customer Success Leader to lead our growing customer success organization at Truffle Security. You’ll manage a small but growing team of Customer Success Managers and oversee a portfolio of high-impact strategic accounts. You'll ensure our customers have an exceptional experience throughout their journey - from onboarding to renewal and expansion. You’ll partner closely with Sales, Product, Engineering, Solutions Architecture, and Technical Support to drive adoption, reduce churn, and build long-term customer value.
This role requires a blend of operational excellence, strategic thinking, and hands-on leadership to scale our customer success foundation as we grow.
What you'll be working on
- Team Leadership & Development
- Lead, mentor, and develop a team of Customer Success Managers.
- Create clear goals and success metrics, conduct pipeline reviews, and drive accountability for renewals and expansion.
- Customer Management
- Own a portfolio of strategic and enterprise accounts to ensure retention, adoption, and satisfaction.
- Serve as a trusted advisor to customers by guiding them on best practices and aligning product capabilities to their goals.
- Forecast renewals and expansion opportunities, proactively managing pipeline and renewals.
- Operational Excellence
- Build and implement Customer Success playbooks, tooling, and reporting to drive efficiency and consistency.
- Develop metrics and dashboards (from scratch!) to track adoption, health scores, renewals, and churn.
- Lead initiatives to improve onboarding, training, and customer enablement programs.
- Cross-Functional Collaboration
- Work closely with Sales, Product, Engineering, Solutions Architecture, and Technical Support to deliver a seamless customer experience.
- Collect and analyze customer feedback to inform product roadmap and participate in our Customer Advisory Board (CAB).
- Advocate for customers internally, ensuring their voice influences company strategy.
- Customer Advocacy & Retention
- Champion customer lifetime value (LTV) and “stickiness” through measurable success outcomes.
- Identify at-risk accounts early and implement retention and adoption strategies.
- Establish scalable processes for renewal management and expansion forecasting.
What we're looking for
- 8+ years in Customer Success, Account Management, or related roles, with at least 3 years managing a team.
- Experience in B2B SaaS, ideally in cybersecurity, DevOps, or infrastructure software.
- Experience building dashboards, playbooks, and CS processes from the ground up.
- Proven track record of driving renewals, expansion, and customer retention metrics.
- A customer advocate at heart! You thrive on solving problems, building relationships, and delivering measurable value.
Salary range: The target salary range for this position is between $160,000 - $180,000, with the potential for incentive pay based on team performance. Starting salary will vary based on job-related skills, knowledge, and experience. Leveling will be determined during the interview process. You may also be offered a bonus, stock options, and benefits. These salary ranges are subject to change, and we encourage candidates outside of this salary range to apply.
How we support our team
- Fully remote within the U.S. – We believe opportunity shouldn’t be limited by geography. Our remote-first approach lets us hire the best people across the United States and empowers them to do their best work from wherever they are.
- A culture of mentorship, equity, and psychological safety – We’re committed to fostering an environment where you can thrive, learn, and feel valued.
- Competitive salary & meaningful equity – Be rewarded for your contributions with a strong compensation package and a stake in our shared success.
- Flexible paid time off – We operate with a high level of autonomy and trust, giving you the flexibility to take time off as needed—no strict limits, just the expectation that you’re meeting your commitments and getting your work done.
- 14 paid holidays – Including Thanksgiving, Winter Break, and "Truffle Holidays" when the entire company takes a well-deserved day off together.
- Comprehensive health benefits – Medical, dental, and vision coverage with 80% of premiums covered for you and your dependents.
- Remote work stipend – Get set up for success with an $800 new hire stipend and $100/month to keep your workspace comfortable.
- Health & wellness stipend – $1,200/year to support your physical, mental, and emotional well-being— we believe that feeling good helps you do great work.
- Learning & development stipend – $2,000/year to invest in your growth, whether it’s courses, certifications, or industry conferences.
- 401(k) match – We match 100% of the first 6% of your contributions on every paycheck, helping you build financial security for the future.
- 100% remote + company off-sites – Twice a year, we come together in amazing locations like Hawaii, Cabo, and the Rocky Mountains to collaborate and connect.
We’re looking for folks who are interested in being part of the journey to make the internet more secure. The internet is for all, and we believe that diverse experiences and people from all walks of life can contribute to this mission. That said, if what we’re doing resonates with your values, we’d love to have you apply even if you don’t check all of the boxes or match the job description to a tee.
Truffle strives to promote an equitable, inclusive, and psychologically-safe workplace for all who are interested in working with us. All job applicants will be considered throughout the employment process without regard to race, color, ethnicity, religion, sex, sexual orientation, gender perception/identity, age, pregnancy or parental status, disability status, or any other basis prohibited by law. If you are an individual with disabilities and reasonable accommodation is needed throughout the interview process, or to perform essential job functions, please let your recruiter know.
Lastly, we ask that all applicants consider the opportunity to answer a few voluntary demographic questions on the job application. This helps us track the inclusivity of our recruiting initiatives. Answering these questions is entirely optional and your answers will not be shared with the hiring team and will not impact the hiring decision.
Note: Our organization participates in the US federal E-Verify program. We will provide the Social Security Administration, and if necessary, the Department of Homeland Security, with information from each new employee’s Form I-9 to confirm work authorization. We do not use this information to pre-screen job applicants.