Director, GTM Systems & Tools

Company: Ashby
Location: Remote

About the Role

Ashby is seeking a Director to lead its GTM Systems & Tools team within the Revenue Operations department. This role is critical for scaling the company beyond $100M ARR by ensuring the internal infrastructure is high-performing. You will be the architect and steward of the entire revenue tech stack, empowering Marketing, Sales, and Customer Success with the data, automation, and tooling they need. You will manage a small, high-impact team, balancing hands-on execution with strategic planning.

Tech Stack

Our current tech stack includes HubSpot, Gong, LinkedIn Sales Navigator, Accord, Slab, Chili Piper, LeadIQ, Keyplay, Snowflake, and Omni. Familiarity with these specific tools is not required; a general understanding of a fast-growing SaaS GTM team's tech stack is more important.

What You'll Do

• Systems Strategy & Roadmap: Own the long-term vision for Ashby’s GTM tech stack, evaluating, procuring, and implementing tools to solve current bottlenecks and prepare for future growth.
• Systems Architecture & Management: Manage the core revenue technology stack (CRM, marketing automation, analytics), ensuring seamless integration.
• Data Governance and Architecture: Ensure data quality and consistency across systems, designing and maintaining data flow across the ecosystem (HubSpot CRM, Sales Engagement, CS Platforms).
• Team Leadership: Lead and mentor a lean team of systems experts, setting high standards for documentation, testing (UAT), and deployment cycles, and fostering a high-performance culture.
• Cross-Functional Partnership: Act as the primary liaison between RevOps and Finance, Data/Analytics, and Engineering to align revenue systems with company-wide data integrity and financial reporting.
• Optimization: Proactively identify and address technical debt within the revenue stack, streamlining workflows to reduce friction for sales, marketing, and customer success teams.
• Process Optimization: Design and streamline operational workflows (e.g., lead routing, customer onboarding, renewals) using automation to minimize manual effort.

Who You Are

• Systems Thinker: You understand technology ecosystems and how changes impact various departments.
• Scaling Veteran: You have experience at a fast-growing SaaS company (ideally $100M–$300M ARR) and understand scale-related challenges.
• Tools Geek: You are passionate about technology and stay updated on tool capabilities.
• Empathetic Leader: You excel at coaching technical talent and translating technical requirements into business outcomes.
• Builder: You are hands-on and enjoy the craft of building systems, comfortable with both architecting and administering.

This Role May Not Be a Fit If:

• You dislike hands-on work or getting involved in the details.
• You lack experience operating at significant scale in a fast-growing company.
• You are not exceptional at leading large-scale cross-functional projects.

Interview Process

• Recruiter Screen (30 mins)
• Hiring Manager Interview (60 mins)
• Challenge Interview (45 mins)
• Virtual Onsite (75 mins)

Benefits

• 10-year exercise window for stock options.
• Unlimited PTO with four weeks recommended annually.
• Twelve weeks of fully paid family leave (US).
• Generous equipment, software, and office furniture budget.
• $100/month education budget (with manager approval for larger items like conferences).
• Top-notch health insurance for you and dependents (premiums covered by Ashby) in the US.

Ashby is an Equal Opportunity Employer.