# Director, GTM Systems & Applied AI

**Company:** [Checkr](https://hotfix.jobs/companies/checkr)
**Location:** San Francisco, CA
**Role:** Revenue Operations
**Salary:** $240k – $282k/yr
**Experience:** 10+ years
**Skills:** Gtm Architecture, Artificial Intelligence, AI Agents, Automation, Salesforce, Marketo, HubSpot, ZoomInfo, Clearbit, Clay, Data Governance, Systems Architecture, CRM
**Posted:** 2026-08-26

> 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.

## Job Description

## 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.

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