Director, GTM Systems & Applied AI
Leads the architecture and AI-driven transformation of Checkr’s GTM systems across marketing, sales, customer success, and related functions. Requires 10+ years of experience, 5+ years managing technical teams, strong systems architecture expertise, and hands-on GTM AI experience.
About the job
Responsibilities
- Own the GTM systems architecture strategy across Sales, Customer Success, Marketing, Business Development, and Solutions Engineering.
- Lead AI transformation across GTM, identifying opportunities for AI agents, automation, and intelligent workflows from lead-to-cash through renewal and expansion.
- Improve the reliability, performance, and adoption of existing systems while identifying and prioritizing new capabilities.
- Maintain a clean, enriched, consistently mapped data foundation with appropriate governance and security protocols.
- Align stakeholders around a scalable GTM systems architecture strategy.
- Manage and develop a high-performing team of developers and engineers.
Requirements
- 10+ years of experience working with fast-paced companies and delivering high-impact, cross-functional projects.
- 5+ years leading and developing high-performing technical teams.
- Demonstrated ability to design reliable, cohesive, well-documented systems that scale.
- Deep understanding of Marketing, Sales, and Customer Success business motions.
- Hands-on experience applying AI tools, agents, and automation to GTM workflows.
- Experience managing complex, multi-system GTM technology stacks, including CRM, marketing automation, enrichment, and sales engagement tools.
- Product-owner mindset focused on usability, design, and long-term maintainability.
- Ability to gain cross-functional consensus and lead major change initiatives.
- Comfortable with both strategic planning and detailed execution.
Compensation and Benefits
- On-target earnings or base salary range for San Francisco, CA: $240,000–$282,000 USD annually.
- Competitive cash and equity compensation.
- Learning and development allowance.
- 100% medical, dental, and vision coverage.
- Up to $25,000 reimbursement for fertility, adoption, and parental planning services.
- Flexible paid time off.
- Monthly wellness stipend.
- Expected to work from the office at least 3 days per week; relocation support may be available for Checkr hub locations.
Skills
Gtm Architecture, Artificial Intelligence, AI Agents, Automation, Salesforce, Marketo, HubSpot, ZoomInfo, Clearbit, Clay, Data Governance, Systems Architecture, CRM
Similar jobs
Revenue Operations jobs
Ironclad
San Francisco, CALeads global sales strategy and operations across planning, forecasting, renewals, expansion, partnerships, and AI transformation. The role requires extensive SaaS revenue operations experience, strong people leadership, analytical depth, and executive-level cross-functional influence.
Brex
San Francisco, CALeads revenue operations for Account Executive, SDR, and Partnerships motions, owning coverage, incentives, forecasting, planning, and operating cadence. The role manages RevOps leaders and requires 8+ years of experience, executive communication, Salesforce expertise, and experience scaling revenue organizations.
Fireworks AI
San Mateo, CALeads Deal Desk operations for complex enterprise transactions, owning deal structuring, pricing, approvals, financial analysis, and booking readiness. The role requires extensive revenue or finance experience, strong consumption-pricing expertise, and the ability to build scalable processes across Sales, Finance, Legal, and Operations.
Nooks
San Francisco, CA
Leads the technical Revenue Operations function, managing a team that builds revenue data platforms, GTM automation, deal infrastructure, and reporting. The role requires technical depth, experience managing engineers, and expertise in revenue systems, pricing operations, billing reconciliation, and B2B SaaS.
Starburst
Boston, MA
Leads pipeline strategy, analytics, attribution, and marketing ROI measurement while building the reporting infrastructure and operating processes that connect go-to-market investment to revenue. The role manages an analytical team and partners with Marketing, Sales, Finance, and Operations in a B2B SaaS environment.