Remote Position

[Remote] Staff Software Engineer - Ruby on Rails

🌍 Remote · United States 💼 Full-time

Note: The job is a remote job and is open to candidates in USA. Bold Penguin is hiring a Staff Software Engineer to lead and architect complex, scalable solutions while contributing as an individual engineer. The role spans product teams and the software development lifecycle, with a focus on secure, resilient cloud-native products, engineering practices, and mentorship.

Responsibilities

  • 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
  • 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

Skills

  • 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
  • Knowledge of microservice architectures and RESTful APIs
  • Progressional experience with Ruby on Rails
  • 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
  • Working experience in high-growth technology companies or startups is very desirable
  • Understanding of scrum, unit testing, continuous integration, continuous delivery, and DevOps a plus

Benefits

  • Medical, Dental, and Vision
  • Flexible PTO Policy
  • 401(k) with a company match
  • Employee Assistance Program
  • Parental Leave
  • Disability and Life Benefits
  • Fully remote role, with the exception of onboarding and optional in-office events
  • SLACK channels for work and play
  • Video conferences and regular all-hands “Waddles”
  • Swag themed after a certain Antarctic bird

Company Overview

  • Bold Penguin is a commercial insurance exchange that connects customers, agents, and carriers to match the right quote in record time. It is a sub-organization of American Family Insurance. It was founded in 2016, and is headquartered in Columbus, Ohio, USA, with a workforce of 201-500 employees. Its website is http://boldpenguin.com/.
  • Company H1B Sponsorship

  • Bold Penguin has a track record of offering H1B sponsorships, with 4 in 2026, 1 in 2025, 2 in 2024, 7 in 2023, 3 in 2022, 10 in 2021. Please note that this does not guarantee sponsorship for this specific role.
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