Staff software engineer - ruby on rails

Bold Penguin is the premier digital broker for commercial insurance. Their technology expands top-of-funnel demand and increases yield for enterprise partners. Through digital distribution, wholesale capabilities, and AI-driven insights, they transform the lifecycle of both simple and complex risks, from prospecting to placement.

Benefits

We offer competitive compensation and progressive benefits that include:

• Medical, Dental, and Vision
• Flexible PTO Policy
• 401(k) with a company match
• Employee Assistance Program
• Parental Leave
• Disability and Life Benefits

Stay connected to the Glacier. We have great SLACK channels for work and play. We also like to video conference and hold all-hands "Waddles" regularly. Penguin bling. Like swag themed after a certain Antarctic bird? Just. You. Wait.

Bold Penguin believes in inclusion. That’s why we’re proud to be an equal opportunity employer that considers all qualified applicants regardless of race, color, religion, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status. To learn more about our results-focused culture and employee-focused perks, read more on our careers page.

YOUR ROLE

In your role as a staff engineer you will be tasked with solving our hardest problems by leading and architecting complex, highly scalable solutions; along with performing as a strong individual contributor on the team. At this point in your career, you will have had a broad range of technology acumen as well as a depth of experience in more than one area. You will have a significant impact on the engineering organization itself by helping advance Bold Penguin’s software engineering discipline.

WHAT YOU'LL DO

• Engage across product teams to plan, coordinate, architect, and deliver high-complexity features
• Ensure that solutions are built with security, performance, and fault-tolerance in mind
• Be an expert in modern cloud architecture and concepts in software engineering such as continuous integration, continuous delivery, DevOps, and site-reliability engineering
• Collaborate with product managers, designers, site-reliability engineers, and customers to build powerful, impactful products
• Participate in the full lifecycle of the software development life cycle from ideation to delivery
• Mentor more junior engineers in areas such as unit testing, continuous integration, DRY/SOLID principles, SDLC, etc. to facilitate career growth on the team
• Other duties and responsibilities as assigned.

YOUR LOCATION

This is a fully remote role, with the exception of onboarding and optional in-office events.

SKILLS AND QUALIFICATIONS

• 10+ years of professional engineering experience
• 5 years of technical experience with Bold Penguin technologies
• Previous working experience in high-growth technology companies and/or startups
• Ability to articulate very complex technical concepts to technical and non-technical people
• Experience building highly resilient, cloud-native applications
• Full-stack expertise in multiple tiers of modern web applications (e.g., front end, back end, infrastructure, etc.)
• Bonus points for open-source contributions and/or speaking experience.

RUBY/RAILS REQUIREMENTS

• Knowledge of microservice architectures and RESTful APIs
• Progressional experience with Ruby on Rails.
• Understanding of scrum, unit testing, continuous integration, continuous delivery, and DevOps a plus.

AI/LLM QUALIFICATIONS

• Write clean, well-tested, and secure code, applying DRY/SOLID principles to both traditional Rails features and non-deterministic AI/LLM outputs.
• Build internal component libraries that ensure a great user experience, adapting design systems to handle dynamic, AI-generated insights and agentic workflows.
• Experience building with orchestration frameworks, RAG pipelines, or autonomous agents, with a solid grasp of handling vector databases and non-deterministic outputs.
• Strong working knowledge of microservice architecture, secure RESTful APIs, and cloud infrastructure, ensuring traditional code and AI features play nice together.

PHYSICAL REQUIREMENTS

Must be able to sit/stand/walk for prolonged periods of time (up to 8 hours per day), at a desk working on a computer. Must be able to use standard office equipment for extended periods of time, including but not limited to, a mouse, keyboard, phone and video conferencing.