Senior Director, AI Solutions

The Role, In a Nutshell

The Senior Director of AI Solutions will lead Chainguard’s strategy and execution for applying artificial intelligence and machine learning across the go-to-market organization to drive revenue growth, operational efficiency, and customer impact. This visionary and hands-on leader will leverage deep expertise in data engineering to build and deploy proprietary solutions central to Chainguard’s business, transforming how GTM teams execute.

What you will do

• Own the vision, strategy, and delivery of AI-led solutions that materially improve Chainguard’s go-to-market effectiveness across Sales, Marketing, Customer Success, and Revenue Operations.
• Identify, prioritize, and deliver high-impact AI use cases across the GTM lifecycle, including pipeline intelligence, deal prioritization, forecasting, personalization, sales enablement, RFP, and security questionnaire automation, customer insights, and retention signals.
• Act as the AI product owner for GTM, translating business problems into scalable AI solutions that drive measurable outcomes such as revenue growth, productivity gains, and improved customer experience.
• Lead the design and deployment of GenAI and predictive ML applications, including internal AI assistants, recommendation systems, and decision-support tools embedded into GTM workflows and systems.
• Partner closely with GTM leadership, RevOps, GTM Systems, Data, Security, IT, and Legal to ensure AI solutions are trusted, secure, explainable, and compliant.
• Establish best practices for the full AI solution lifecycle—from data sourcing and model development to deployment, monitoring, iteration, and adoption.
• Drive data-driven decision making by ensuring AI solutions are grounded in high-quality data, clear success metrics, and executive-ready insights.
• Stay ahead of emerging AI technologies and vendors, making informed build vs. buy vs. partner decisions aligned to Chainguard’s strategy and security posture.
• Build, mentor, and scale a high-performing team of AI engineers, data scientists, and solution architects, fostering a culture of innovation, ownership, and impact.
• Serve as a trusted advisor and thought partner to executives, clearly communicating AI strategy, tradeoffs, and business value.

What we are looking for

• 12+ years of experience delivering data, AI, or machine-learning–driven solutions, with significant focus on go-to-market, growth, or revenue organizations.
• Proven experience leading AI or data science teams that deliver production-grade solutions with clear business impact.
• Strong hands-on understanding of Generative AI, LLMs, predictive modeling, and recommendation systems, including practical experience deploying them into real workflows.
• Demonstrated ability to translate ambiguous business problems into well-scoped AI solutions that drive adoption and outcomes.
• Experience partnering deeply with Sales, Marketing, Customer Success, and RevOps leaders, with credibility in executive-level discussions.
• Solid understanding of data architecture, data pipelines, feature stores, and analytics, even if not personally building every component.
• Familiarity with Salesforce-centric GTM environments and how AI integrates into CRM, sales engagement, marketing automation, and BI tools.
• Strong point of view on Responsible AI, including security, privacy, governance, explainability, and human-in-the-loop design.
• Ability to balance strategic vision with hands-on execution, especially in high-growth or evolving environments.
• Exceptional communication skills, with the ability to explain complex technical concepts to non-technical stakeholders.
• A builder’s mindset: curious, pragmatic, outcome-oriented, and comfortable operating in ambiguity.

About Us

Chainguard is the secure foundation for software development and deployment. By providing guarded open source software, built from source and updated continuously, Chainguard helps organizations eliminate threats in their software supply chains.

Founded by the industry's leading experts on open source software, security and cloud native development, Chainguard has built the largest library of open source software that is secure by default.

Chainguard’s mission is to be the safe source for open source.

We Live And Breathe Our Company Values

• We are customer obsessed - We focus on delivering solutions to our customers that create value and make their lives better.
• We have a bias for intentional action - We prioritize, plan, try things, and fail fast.
• We don’t take ourselves too seriously (but we do serious work) - We are solving an important problem which takes focus, but we also like to enjoy the journey.
• We trust each other and assume good intentions - We’re transparent with decisions to empower team members to make well informed decisions.

A Few Of The Benefits We Offer

• Flexible & Remote-First Culture: Work remotely with team meetup opportunities, bi-annual destination summits, and a monthly stipend for coworking spaces, phone and internet costs.
• Our Approach to Equity: Receive stock options upon hire and promotion. Plus, you can participate in secondary offerings and have 10 years to exercise your options (yes, you read that correctly: 10 years!).
• 100% Covered Health Insurance: We cover 100% of your health, vision and dental insurance premiums for you and your dependents. Nothing comes out of your paycheck.
• ∞ Flexible Time Off: Take the time you need – to do our best work, we need to recharge and reset.
• 18 Weeks Paid Parental Leave: We offer 18 weeks for birthing parents and 12 weeks for non-birthing parents, with the option to use it all at once or throughout your child's first year.

Key skills/competency

• Artificial Intelligence
• Machine Learning
• Go-to-Market Strategy
• Generative AI
• Predictive Modeling
• Data Engineering
• Team Leadership
• Salesforce Integration
• Revenue Operations
• Software Supply Chain Security