Staff Engineer at Grayscale

Are you ready to transform how the world’s leading brands connect with their frontline teams? At Grayscale, we are moving beyond clunky software and static forms to power the frontline experience through simple, conversational messaging. We are trusted by major names like Hershey's and Walgreens to automate critical hiring tasks, and we invite you to help us scale this vision as a key member of our engineering team.

What you bring

As a Staff Engineer, you will take on an executive-level role within our fast-paced startup, acting as a primary driver for our architectural strategy and team mentorship. This is a full-time, hybrid position available to candidates anywhere. Your daily focus will involve working with Ruby on Rails, AWS Infrastructure, Terraform, DevOps, and APIs to build robust integrations with HR Tech platforms. You will be responsible for:

• Leading the architectural design of scalable systems while ensuring our performance standards remain high.
• Mentoring fellow engineers to foster a culture of growth and technical excellence.
• Managing and optimizing complex data pipelines to ensure efficient communication between our systems and external HR platforms.

Requirements

We are looking for a seasoned professional with over 7 years of experience in complex application development, ideally within a startup environment. You should possess deep expertise in Ruby on Rails, AWS, and Terraform, along with a strong grasp of DevOps principles. A successful candidate will be comfortable designing APIs, managing CI/CD pipelines, and maintaining security standards like SOC2 and GDPR. You must be fluent in English and capable of balancing high-level technical leadership with hands-on troubleshooting, including participation in an on-call rotation. We value individuals who are proactive, security-conscious, and eager to drive projects from the ground up.

What we offer

We are committed to building a sustainable, capital-efficient business where your work has a tangible impact on how major companies engage their employees. Our culture is built on ownership, radical candor, and a genuine respect for your professional and personal life. Perks include:

• A flexible hybrid work environment.
• Opportunities to influence the architecture of a platform used by industry-leading brands.
• A supportive team culture that prioritizes growth and work-life balance.

How to Apply

If you are excited about the prospect of leading technical innovation at a company that is truly changing the frontline experience, we would love to hear from you. Please reach out to us to start the conversation. Grayscale is an equal opportunity employer, and we welcome candidates from all backgrounds and perspectives to apply.