Manager, Startup Customer Success

About the role

As the Manager of Startup Customer Success, you'll help lead a team of about 7 CSMs who support Ashby's early-stage customers. Our Startup segment is special; we work with fast-moving founders and hiring teams who are often learning both how to use Ashby and how to build great recruiting habits. The team's mission is to help them do both, through a combination of scalable onboarding, proactive enablement, and thoughtful human touch. You'll be responsible for coaching and developing our CSMs, scaling effective practices, and ensuring our customers get the right help at the right time. You'll partner closely with leaders from our Support, Contract Management, and High Touch Customer Success teams to deliver an excellent and consistent customer experience. As Manager of Startup Customer Success, you'll: Lead and coach a team of Startup CSMs who serve customers across onboarding and enablement to deliver great outcomes Foster team growth through 1:1s, skill-building, and thoughtful feedback Support team operations and quality assurance for our shared inbox, live customer engagements, and project work Scale our programmatic success model across the customer journey while maintaining empathy and precision in each customer touchpoint Collaborate cross-functionally to evolve how Ashby supports its startup customers Represent the Startup CS perspective in internal planning around resourcing, tooling, and product roadmap Role Requirements: Team Leadership & Coaching: You have experience managing or mentoring CSMs in a scaled or pooled CS model in a SaaS environment. You know how to foster a culture of empathy, accountability, and continuous growth. Customer Journey Expertise: You understand the customer lifecycle and have helped improve onboarding, adoption, and retention through thoughtful, repeatable approaches. Customer Success at Scale: You bring a structured approach to scaling what works, but value staying flexible in the face of new needs. You are comfortable balancing 1:many engagement strategies with strong judgment around when dedicated support matters most. Operational Excellence: You are energized by operations: you care about process quality, internal tools, and smooth execution. Leading from the Front: You enjoy rolling up your sleeves (e.g. inbox reviews, shadowing, quality checks) to uplevel the team and, when necessary, jumping in to help out yourself. Data-Driven: You are comfortable using data and metrics to inform decision-making and continually improve the team and customer experience. Great Communicator: You communicate clearly and with care, especially in fast-moving or ambiguous situations. Problem-Solving Orientation: You don't rely on "what worked before." You're thoughtful, pragmatic, and eager to find solutions that fit the unique needs of your team and customers. You'll be a great fit if: 🧑🏫 You take pride in helping others succeed. You find energy in supporting others' growth through 1:1s, shadowing, and candid feedback. ⚙️ You think like a builder. You're excited to improve what exists, create what doesn't, and iterate quickly without sacrificing quality. ⭐ You bring calm to complexity. When things get busy or messy, you bring clarity, structure, and a level head. 📣 You enjoy context switching. From 1:1s to tooling workflows to strategy docs, you thrive in a high-variety environment. 🛠️ You find joy in systems. You enjoy creating clean processes, clear documentation, and consistent execution. On top of that, you love helping others see it too. 📈 You believe in high standards, delivered kindly. You hold the bar high while leading with empathy, curiosity, and care. 🔍 You believe "How we've always done it" isn't good enough. You ask good questions, challenge stale assumptions, and welcome better ways. 🧩 You feel ownership over the whole. You see customer success as a team sport. One that includes Product, Support, and beyond. You might not be a good fit if: You prefer direct ownership over customers, rather than managing those who do You're more drawn to a traditional 1:1 CS model than a scaled, programmatic one You'd rather focus exclusively on vision than execution - this role blends both You prefer an in-person role over a remote one You thrive in environments where you lead a simple, established product rather than a dynamic, evolving one Ou

Benefits

Additional Information

👋 Hi, I'm Jared - Head of Startup Customer Success at Ashby. Over the past few years, I've had the privilege of growing our Startup CS team with thoughtful, process-oriented, and customer-obsessed CSMs. Today, we're a team of fourteen spanning across the US and EMEA. As we scale, I'm looking for a Manager to partner with me on day-to-day leadership and help drive our broader strategic initiatives within our segment. If you're excited by the idea of supporting a team that operates at the intersection of high-quality support, scalable programs, and startup customer impact, I'd love to speak with you.

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