Job Description & How to Apply Below
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
About This Role
As the Head of Revenue Enablement, you will be the business partner to our VP Sales and VP Customer Success to ensure consistently high caliber execution to support revenue growth and customer retention. You will play a pivotal role in developing and, with your team, executing programs that foster excellence in our Sales and CS organizations. Success in this hands‑on leadership role is measured by the overall effectiveness of our customer‑facing Sales & CS teams — this includes but isn’t limited to: fast time‑to‑ramp for new hires, consistent adoption of our frameworks and methodologies, strategic business partnership with GTM leadership and ultimately delightful customer experiences that drive growth.
In 2026, Revenue Enablement will be a team of three. You will lead and manage two practitioners, one for each Sales and Customer Success. You will operate in a player‑coach capacity, with an eagerness to roll up your sleeves to support program delivery and ensure execution against company priorities. Sales & CS will be close to 200 people by the end of next year, and so you and your team will have a high impact role on Ashby’s growth trajectory to $100M ARR and well beyond.
Role Scope & Requirements
Business Partnership: You are innately curious about the work and priorities of our Sales and CS Leaders. You ask the hard questions to understand the nuances of the business to identify how you can have the greatest impact. You partner effectively with stakeholders including Product Marketing, Revenue Operations and Senior Leadership to deliver comprehensive programs in support of our go‑to‑market strategy.
⚙️ Program Development & Iteration: You understand business needs and identify gaps in knowledge or skills. You’re a quick learner who is at home creating and curating materials for go‑to‑market teams. You collect disparate information through quantitative and qualitative approaches (e.g. interviews, internal documentation, and recorded customer calls) to create tailored learning paths that drive behavior change. You have a track record of proactively eliciting feedback for program improvement and use that, along with performance data and business outcomes, to iterate, refine and scale programs that deliver measurable impact.
New Hire Onboarding: You have experience developing onboarding programs for GTM teams that ensure new hires ramp quickly. You have a knack for simplification and prioritization—sometimes less is more. You can be the master architect for role and segment specific onboarding tracks.
Systems: You’ve managed an LMS and have perspective on which software capabilities best support learning outcomes and in‑field execution. You closely follow AI‑native enablement vendors and can separate marketing fluff from powerful new features.
Scaling: You’ve helped a SaaS company scale to over $100M ARR where you lead an enablement team. You thrive in a high growth, dynamic environment and are familiar with reinforcement learning techniques to support organizations of this scale.
Impact: You use both analytics and observations to assess the impact of your enablement programs. You have a proven track record of achieving measurable improvements in team performance and productivity. You iterate on your approach based on results, evolving company goals, and changing market conditions.
Team Management: You are highly organized and have managed a small but mighty enablement team who deliver multiple projects concurrently. You’re an “in the details” leader who ensures the success of your team’s work. You know when to advocate for additional…
Note that applications are not being accepted from your jurisdiction for this job currently via this jobsite. Candidate preferences are the decision of the Employer or Recruiting Agent, and are controlled by them alone.
To Search, View & Apply for jobs on this site that accept applications from your location or country, tap here to make a Search:
To Search, View & Apply for jobs on this site that accept applications from your location or country, tap here to make a Search:
Search for further Jobs Here:
×