Head of Product

Join to apply for the Head of Product role at Gruntwork
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$/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 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 the 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 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.

• Own the company's product vision, strategy, and roadmap, ensuring 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.

• Own the company’s 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 on the AWS Marketplace, co‑selling with AWS, and building relationships with key ISVs.
• Own product pricing, packaging, and lifecycle management for all commercial offerings.

• Ensure product strategy is supportive of, and remains sensitive and empathetic to the concerns and priorities of open source.
• Nurture and grow the vibrant communities around Terragrunt and Open Tofu, ensuring Gruntwork remains a trusted, authentic, and respected leader in the space.
• 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.

• Foster a culture of customer obsession, data‑driven decision‑making, and rapid iteration.
• Serve as a key member of the executive team, contributing to fundraising efforts, board meetings, and overall company strategy.

• Open‑source…