Customer Success Enablement Manager

• We’re building the next generation of enterprise software, starting with products that help talent leaders, recruiters, and managers unlock hiring excellence

• Raised our Series D earlier this year, and we’re growing ARR >100% YoY

• Have over 3,000 amazing customers including OpenAI, Ramp, Deliveroo, Notion and Reddit

• Built multiple products to win both land-and-expand and material new business deals

• Rapidly moving up-market with no signs of slowing down

• Implemented AI throughout the platform

• Known for our pace of innovation and advanced analytics

As the Customer Success Enablement Manager, you will be a critical partner to our Customer Success organization, ensuring CSMs, Implementation Specialists, Contract Management and Professional Services teams have the skills, knowledge, and resources to deliver exceptional customer outcomes. Reporting to the Head of Revenue Enablement, you will refine and execute programs that accelerate CSM and Professional Service onboarding, reinforce customer engagement excellence, and ensure CS leaders and their teams are consistently equipped to drive retention and growth.

This is a hands-on role with high visibility, where you’ll collaborate closely with CS Leadership, Professional Services, Implementation, and cross-functional partners like Product Marketing and Revenue Operations. Your success will be measured by the effectiveness of the CS organization—knowledgeable, well prepared CSMs, stronger renewal and expansion execution, and consistent adoption of strategic playbooks (such as our Customer Outcomes Framework) that underpin Ashby’s growth.

Customer Success will be a nearly 100 person customer-facing team next year, and your work will directly impact our trajectory to $100M ARR and beyond.

• 🤝 Business Partnership: You partner closely with CS Leaders across segments to deeply understand their priorities. You ask tough questions, surface gaps, and design enablement programs that align to business outcomes like NRR, expansion, and customer satisfaction. You build trust across Product Marketing and RevOps to deliver cohesive GTM programs.

• ⚙️ Program Development: You create and curate learning paths, playbooks, and frameworks tailored to CSM needs (e.g., value discovery, partnership reviews, renewal conversations). You translate insights from calls, customer data, and frontline feedback into practical, repeatable programs that drive consistent execution.

• 🧑‍🏫 New Hire Onboarding: Near-term, you own onboarding for our Customer Success Managers , Implementation Specialists, and our Professional Services team, building on our role- and segment-specific tracks to accelerate time-to-value. Over time, we anticipate our onboarding tracks willto better support our Contract Management and Supporfunctiont as well. Through program development,you simplify and prioritize what new hires need to know, ensuring they’re ready to lead customer conversations with confidence.

• 💻 Systems & Tools: You manage enablement systems (LMS, content hubs, call libraries) to make resources easy to access and apply in the field. You bring perspective on how AI-enabled tools can reinforce learning and support real-time customer interactions.

• 🚀 Scaling Impact: You thrive in dynamic, high-growth SaaS environments. You’ve supported CS organizations at scale and know how to reinforce skills and behaviors over time (certifications, peer learning, scenario practice) to ensure programs stick.

• 📈 Impact Measurement: You partner with CS Ops to measure program effectiveness. You go beyond activity tracking to link enablement to business outcomes like faster ramp, improved NRR, and higher expansion rates. You iterate programs based on both data and observation.

• 👷 Program Execution: You are organized, detail-oriented, and comfortable managing multiple initiatives concurrently. You balance strategic program design with rolling up your sleeves to facilitate sessions, deliver training, and embed new practices in the field.

To set expectations clearly:

• We believe a highly differentiated product is a lot easier to sell, so we continually invest in product innovation and this has proven to be a sustainable source of competitive differentiation

• We always aim to show up well prepared and with deep industry acumen. This caliber of customer experience is another way we differentiate.

• We strongly believe that small teams with very talented people (and the right work environment) deliver much better performance than teams with large headcount. We hire and compensate accordingly.

We value a strong sense of ownership, principled thinking over experience, and thoughtful communication (we put a lot of effort into using the right communication channels) - we’ll get into these and other values during the hiring process.