One of Ashby’s core principles is continuous improvement — exceptional customer experiences are built through principled systems, strategic vision, and disciplined execution at scale. When you combine that with our principle of caring deeply about our customers, we're continuously thinking 'what's a better way to accomplish this'.

This is one of the reasons we're thrilled to be hiring a Global Head of Contract Management to lead our post-sales renewal engine; helping us scale with discipline, operational rigor, and a consistently high bar for the customer experience.

Ashby’s growth, retention, and customer trust are best-in-class. We serve thousands of customers, from early-stage startups to sophisticated enterprise organizations, and our Net Revenue Retention (NRR) is a critical driver of our business. As we continue to scale, Contract Management plays a pivotal role in enabling expansion while maintaining a transparent customer experience.

This role is a senior, revenue-critical leadership position responsible for building and scaling Ashby’s global renewal function.

About the Role

As the Global Head of Contract Management, you will own Ashby’s renewal engine across all customer segments and lead a centralized, global team of Contract Managers. Your mandate is to drive NRR while maintaining strong pricing discipline, rigorous renewal forecasting, and a transparent, principled commercial experience for our customers.

You will partner closely across Customer Success, Sales, Finance, Legal, and Revenue Operations to build the systems, processes, and team required to support our increasingly sophisticated customer base.

A core element of this role is hiring and scaling the team — setting clear expectations, inspecting outcomes, coaching toward excellence, and maintaining a consistently high performance bar as we grow. This role reports directly to the VP of Customer Success and operates with significant executive visibility.

What You’ll Do

Lead & Scale a High Performing Contract Management Organization

• Lead and scale a centralized global Contract Management team (currently 6, will be 9 within the next quarter, growing to ~15+ within 12 months)

• Hire, coach, and develop managers and individual contributors, evolving our current role definitions, performance standards, and career paths

• Further refine performance metrics and accountability mechanisms tied directly to NRR, GRR, forecast accuracy, and pricing discipline

• Foster a culture of ownership, accountability, and principled decision-making

• Surface renewal insights that inform go-to-market strategy, pricing decisions, and customer lifecycle improvements

Own Global Renewal Outcomes

• Own renewal outcomes across all customer segments, including retention, seat growth, and expansion at renewal, with NRR as the primary success metric

• Ensure renewals are executed consistently and predictably, aligned with long-term customer and business value

• Partner closely with Sales to coordinate expansion opportunities at renewal, including upgrades across pricing tiers (e.g. Plus to Enterprise)

• Own the evolution of renewal tooling, workflows, and forecasting rigor, ensuring accurate renewal projections and clear visibility into NRR performance

• Build scalable renewal processes cross functionally that support Ashby’s growth while maintaining a high-quality commercial experience

Evolve Commercial Policy & Pricing Discipline

• Partner with Revenue Operations, Finance, Contract Strategy, and Sales to maintain our current high standards with regard to pricing guardrails, discounting frameworks, and approval workflows

• Maintain consistency and rigor in commercial decisions while enabling thoughtful flexibility when warranted

• Uphold Ashby’s strong pricing discipline as we continue to scale upmarket

Enable Enterprise Renewals

• As needed, oversee complex renewal motions, including multi-year agreements, procurement-heavy renewals, and custom MSAs (in close partnership with Legal)

• Ensure the team can confidently lead enterprise renewal negotiations, including procurement processes, non-standard terms, and executive stakeholder alignment

You Could Be a Great Fit If You

📈 Are a post-sales revenue leader with experience owning renewals, retention, and NRR in a scaling B2B SaaS environment (ideally Series D or beyond). This could include experience leading an Account Management function, Renewals or Contract Management team.

👥 Have deep experience hiring, coaching, and driving performance management – you are comfortable setting a high bar, giving direct feedback, and working toward excellence

🧠 Think in systems, not one-off solutions, and enjoy building scalable commercial frameworks

🤝 Excel at cross-functional partnership, especially with Sales, Finance, Legal, and RevOps

⚖️ Balance customer empathy with business rigor, believing great commercial experiences are transparent, principled, and fair

This Role May Not Be a Fit If You

• Do not enjoy building and managing leaders and teams (hiring and performance management are key to success in role)

• Prefer execution without owning strategy, systems, or outcomes

• Have not led renewal or post-sales revenue motions in a B2B SaaS at scale

• Are uncomfortable partnering closely with Sales while maintaining clear ownership boundaries

About Ashby

Ashby is building the next generation of recruiting software – starting with a powerful, all-in-one platform that helps talent leaders, recruiters, and hiring managers run efficient, data-driven hiring processes.

We’re backed by Y Combinator, Elad Gil, and Lachy Groom, and trusted by thousands of customers including Shopify, Snowflake, Notion, and Zapier.

The Interview

At Ashby, our team and interview process want to help you show your best self. Our interview process is structured to get to know you and your career as well as empower you with insight into our key focus areas. Here is the process in its entirety:

• 30 min - Recruiter Screen with Senior Recruiter

• 45-60 min - Interview with Kelsey

• 45-60 min - Interview with Alex

• 60 min - Practical Exercise & Presentation

• Final Round: 1.5-2 hours

  • 30 min - Interview with Senior Leader

  • 30 min - Interview with CEO

  • 10 min - Closing Questions with Hiring Manager

Ashby provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.