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Agent guide: [/agents.md](https://www.wearedevelopers.com/agents.md). --- # Director, GTM Systems and Applied AI - **Company:** Checkr, Inc. - **Location:** San Francisco, CA, United States - **Experience:** Expert - **Salary:** $240,000.0 - $282,000.0 - **Contract:** Permanent contract - **Skills:** Artificial Intelligence, Automation of Marketing, Systems Architecture, Marketo - **Published:** August 26, 2026 - **Apply:** https://job-boards.greenhouse.io/checkr/jobs/8156502 ## About the Role * 10+ years experience working with fast paced companies and a proven track record of delivering high-impact, cross-functional projects * 5+ years of experience leading and developing high-performing technical teams * Deep architectural thinking: a demonstrated ability to design reliable, cohesive, well-documented systems that scale - not just point solutions * Deep comprehension of the business motions across Marketing, Sales, and Customer Success, and the judgment to know where technology and AI can move the needle for each * Hands-on, "AI-first" fluency: experience applying AI tools, agents, and automation to actual GTM workflows * Experience managing a complex, multi-system GTM tech stack spanning CRM (Salesforce), marketing automation (Marketo, Hub Spot), and enrichment (ZoomInfo, Clearbit, Clay), and sales engagement tools * Product-owner mentality with a focus on usability, design, and long-term maintainability * Ability to work cross-functionally to gain consensus from multiple stakeholders and lead major change efforts * Comfort operating at both altitudes - big-picture strategy and hands-on, in-the-details execution * An A-player mindset with a strong bias for action: you raise the bar, move with urgency, stay resilient through ambiguity, and take ownership to deliver meaningful outcome Pay Transparency Disclosure ## Description * Own the GTM systems architecture strategy: Partner with GTM leaders to define and evolve the systems architecture strategy across Sales, Customer Success, Marketing, Business Development, and Solutions Engineering - designing for scale, not just for today * Lead AI transformation across GTM: Champion the shift toward an AI-first GTM infrastructure. Identify where AI agents, automation, and intelligent workflows can meaningfully change how marketing, sales, and customer success teams operate - from lead-to-cash to renewal and expansion * Drive scale and optimization: Improving reliability, performance, and adoption of the systems already in place, while identifying the next wave of capabilities to build * Protect and elevate the data foundation: Ensure data is clean, enriched, and consistently mapped across systems, with the governance and security protocols needed to protect it and make it trustworthy enough to fuel AI models and decision-making * Align stakeholders and drive clarity: Define the systems architecture strategy to support rapid growth and scaling of our GTM teams * Manage and develop a high performing team of developers and engineers ## Related Videos - [Edit Your Future: Queerverse Radical AI](https://www.wearedevelopers.com/videos/909-edit-your-future-queerverse-radical-ai) - [The QUEST for Better Software](https://www.wearedevelopers.com/videos/721-the-quest-for-better-software) - [Recruiting in 2025: Will AI Help or Take Over?](https://www.wearedevelopers.com/videos/1301-recruiting-in-2025-will-ai-help-or-take-over) - [AI is dead, long live AK](https://www.wearedevelopers.com/videos/1093-ai-is-dead-long-live-ak) - [Exploring Durable Execution with Python](https://www.wearedevelopers.com/videos/1234-exploring-durable-execution-with-python) - [Marketing x Product: How We Stopped Gaslighting Each Other and Built AI Products That Actually Work](https://www.wearedevelopers.com/videos/100244-marketing-x-product-how-we-stopped-gaslighting-each-other-and-built-ai-products-that-actually-work) ## Related Articles - [Navigating the AI Shift](https://www.wearedevelopers.com/magazine/629-navigating-the-ai-shift) - [Coffee with Developers - Maria Apazoglou - Making AI understandable for all in production](https://www.wearedevelopers.com/magazine/475-coffee-with-developers-maria-apazoglou-making-ai-understandable-for-all-in-production) - [How to Turn Community Events Into a Powerful AI GTM Engine: The Daytona Playbook](https://www.wearedevelopers.com/magazine/732-how-to-turn-community-events-into-a-powerful-ai-gtm-engine-the-daytona-playbook) - [Dev Digest 137 - AI'm not sure about this](https://www.wearedevelopers.com/magazine/485-dev-digest-137-ai-m-not-sure-about-this) - [The Best X (Twitter) Accounts for Developers](https://www.wearedevelopers.com/magazine/294-the-best-x-twitter-accounts-for-developers) - [Dev Digest 120 - Apple and peers](https://www.wearedevelopers.com/magazine/455-dev-digest-120-apple-and-peers)