Customer Success Enablement Manager, Ashby
$135-170k
OTE
On Target Earnings CA$148.5K – CA$187K + Offers Equity + Offers Bonus + Stock options
All-in-one recruiting software
Job no longer available
All-in-one recruiting software
101-200 employees
Job no longer available
$135-170k
OTE
On Target Earnings CA$148.5K – CA$187K + Offers Equity + Offers Bonus + Stock options
101-200 employees
Company mission
To redefine the applicant tracking system (ATS) category, providing talent teams with analytics, workflows and automation.
Role
Who you are
- You’re passionate about enabling Customer Success Teams to deliver business outcomes via their expertise
- You love building scalable programs that directly impact retention and expansion outcomes
- You thrive in cross-functional work and enjoy building trust with leaders and customer-facing teams
- You’re known for operational excellence, clarity, and execution
- You’re energized by both designing programs and reinforcing them with Customer Success Teams
What the job involves
- 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
- Out of Scope:
- To set expectations clearly:
- Technical Enablement / Ashby Product: While you will partner with Product, SE, and CS leadership to ensure teams have the product knowledge they need, you will not own deep technical enablement
- Competitive Intelligence: You’ll collaborate with PMM and Sales Enablement on competitive readiness, but you are not expected to be the subject matter expert in this area
Our take
Reportedly, 50% of employers don’t use applicant tracking systems, largely because of blockers with implementation or insufficient buy-in from top management. Ashby's co-founder and CEO, Benji Encz, experienced first-hand how existing solutions failed to support hyper-growth hiring needs whilst working at PlanGrid, which is in part what led to the creation of the company.
Ashby is looking to redefine the ATS category - providing talent teams with analytics, workflows and automation - and intends to replace solutions from well-established vendors like Greenhouse and Lever with algorithms. The company's AI can schedule interviews and infer demographic data, which clients use for aggregate analyses of DEI hiring metrics.
The market for recruitment software could potentially reach $3.5 billion by 2030. Unsurprisingly, there is now a growing number of startups emerging to compete for a slice of it. Despite the crowded market and having only emerged from stealth in 2022, Ashby has already secured over 500 clients (including high-profile customers like Notion and Figma). The company has also attracted impressive funding which will be used to expand its product offering beyond what is typically expected from an ATS.
Kirsty
Company Specialist at Welcome to the Jungle
Company
Funding (last 2 of 5 rounds)
Jul 2025
$50m
SERIES D
Jun 2024
$30m
SERIES C
Total funding: $114.5m
Company benefits
- Unlimited PTO with four weeks recommended per year
- 10-year exercise window for stock options - you shouldn’t feel pressure to purchase stock options if you leave Ashby, do it when you feel financially comfortable
- Generous equipment, software, and office furniture budget
- $100/month education budget with more expensive items (like conferences) covered with manager approval
- Twelve weeks of fully paid family leave 🇺🇸
Company HQ
SoMa, San Francisco, CA
Leadership
Benjamin Encz
(Co-Founder & CEO)Previously the Director of Engineering and Part-Time Recruitment Operations at PlanGrid. They also worked as a Software Engineer at Make School and was a Lecturer at Baden-Wuerttemberg Cooperative State University (DHBW).
Abhik Pramanik
(Co-Founder)VP of Engineer at Ashby. Previously a Senior Product Manager at Lob and a Senior Product Manager at PlanGrid.
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