Head of Product

Join to apply for the Head of Product role at Gruntwork

$/yr - $/yr

Gruntwork, the company behind Terragrunt, is on a mission to transform the way Dev Ops is done. Let’s face it: 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 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 a 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 AND Product Execution:
  You’re the company s product person for the near term, operating at all levels of the product stack.
• Define and own the company s product vision, strategy, and roadmap, ensuring tight alignment with 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 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 data and expertise in the IaC space.

• Product Marketing:
  Design, implement, and own the company’s PLG strategy, creating seamless pathways for open-source users to discover, try, and buy our commercial products.
• Develop compelling product positioning, messaging, and go-to-market strategies for a technical audience, from individual developers to enterprise decision-makers.
• Mastermind our partnership and ecosystem strategy, focusing on AWS Marketplace, co-selling with AWS, and relationships with key ISVs.
• Own product pricing, packaging, and lifecycle management for all commercial offerings.

• Developer Relations & Community:
  Ensure our product strategy supports open source priorities; nurture and grow Terragrunt, Terragrunt Open Tofu, and related communities.
• Act as the voice of the community internally, channeling user feedback into product development.
• Provide world-class documentation, examples, tutorials, and content that showcases the ecosystem.

• 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.

We’re looking for a Grunt who:

• Is an open-source commercialization veteran with a track record of building a successful commercial, product-led growth motion on top of a popular open-source project.
• Is a developer-focused product leader with…