Head of Product

Base Pay Range

$/yr - $/yr

Gruntwork, the company behind Terragrunt, is on a mission to transform the way Dev Ops is done. Designing, launching, and managing infrastructure is still a terrible experience for most organizations, but it doesn’t have to be that way! We are globally recognized both for our open source tools (Terragrunt, Terratest, cloud-nuke) used by thousands of companies from startups to Fortune 500s, and our thought leadership on how Dev Ops should be done.

Our commercial offerings include:

• Gruntwork AWS Accelerator:
  An opinionated, best‑practices solution that accelerates a company's journey to a secure, compliant, and well‑architected IaC setup on AWS.
• Terragrunt Scale: A suite of enterprise‑grade tools including our IaC Pipeline, Patcher, and Drift Detection to help organizations manage IaC at scale.

Gruntwork is a profitable, bootstrapped company without any outside investors. We operate as a lean, capital efficient startup and our team is made up of values‑aligned, hard‑working and independently capable individuals.

Gruntwork presents the perfect opportunity for experienced product lead to scale an OSS PLG product. Terragrunt has huge adoption (hundreds of thousands of developers), significant positive brand equity, and has had minimal to no commercialization to date. We’re aiming to build a collaborative and respectful commercial motion around the product. If you’ve seen this pattern before and similarly see the potential, this could be the perfect opportunity for you.

We are seeking a strategic, hands‑on Head of Product to own the unified vision and execution for our product management (and to an extent, product marketing) functions. This is not a management and delegation role; this is an in‑the‑weeds product role with both strategic and operational components. You’ll be working directly with open‑source users, open‑source community contributors and our in‑house R&D team to build the future of Dev Ops.

Product Strategy & Product Execution

• Operate at all levels of the product stack as the company’s product person for the near term.
• Define and own the company's product vision, strategy, and roadmap, ensuring tight alignment with our overall business goals and fundraising narrative.
• Collaborate with the CEO and engineering leadership to translate the company vision into a clear, prioritized roadmap for both the AWS Accelerator and Terragrunt Scale.
• Lead market research and customer discovery to sharpen our products’ value proposition, focusing on specific, high‑pain use cases like security and compliance frameworks (e.g., SOC 2, HIPAA, FedRAMP).
• Spearhead the ideation and prototyping of a future AI‑powered offering that leverages our unique data and expertise in the IaC space.

Product Marketing

• Own the PLG strategy, creating seamless and intuitive pathways for open‑source users to discover, try, and buy our commercial products.
• Develop compelling product positioning, messaging, and go‑to‑market strategies that resonate deeply with our technical audience, from individual developers to enterprise decision‑makers.
• Mastermind our partnership and ecosystem strategy, focusing heavily on leveraging the AWS Marketplace, co‑selling with AWS, and building relationships with key ISVs.
• Own product pricing, packaging, and lifecycle management for all commercial offerings.

Developer Relations & Community

• Ensure the product strategy remains supportive of, and sensitive to, the concerns and priorities of open‑source communities.
• Nurture and grow the vibrant communities around Terragrunt and Open Tofu, ensuring Gruntwork remains a trusted, authentic, and respected leader.
• Act as the voice of the community internally, channeling user feedback, pain points, and insights directly into the product development process.
• Empower the developer community through world‑class documentation, examples, tutorials, and content that showcases the power of our entire ecosystem (open source and commercial).

Leadership & Team Building

• Foster a culture of customer obsession, data‑driven decision‑making, and rapid iteration.
• Serve as a key member of the executive team, contributing to…