Senior Software Engineer - Ruby on Rails

YOUR ROLE

In your role as a senior software engineer you will be an expert in modern day application development.  You’ll be part of a cross-functional product team to help build & launch products that drastically improve the commercial insurance industry. You will have familiarity with the practices of high-performing engineering organizations such as Git-Flow, pull requests, unit testing, cloud architecture & design, and SCRUM. You will be working in collaboration with your teammates in other technical areas including backend, tooling, deployment, etc. Your users will be commercial insurance agents and insurance carriers who will benefit from your engineering expertise every day to efficiently provide commercial insurance for small business owners. In other words, you’ll be seen as a pretty big deal here. 

Our Senior Software Engineers will work and train cross-functionally to learn additional coding languages and may work within one, several or across all depending on the team or project aligned to.  You will be an excellent hands-on contributor and you’ll be a mentor for other software engineers. 

Requirements

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

WHAT YOU'LL DO

• Build, maintain, and integrate APIs to facilitate quoting and binding insurance policies for small business owners.
• Write clean, well-tested code.
• Participate in agile ceremonies such as iteration planning, retrospectives, and standups.
• Work with product managers, designers, site-reliability engineers, backend engineers, and customers to build powerful, impactful products.
• Participate in the full lifecycle of the software development life cycle from ideation to delivery.
• Build internal component libraries that will be used across products to ensure an uncommonly great user experience.
• Learn from and mentor other engineers in areas such as unit testing, continuous integration, DRY/SOLID principles, and SDLC.
• Proactively research possible issues affecting the availability of our platform.
• Other duties and responsibilities as assigned.

SKILLS AND QUALIFICATIONS

• 5+ years of professional experience building modern web applications in Ruby on Rails.
• Knowledge of commercial insurance concepts such as carriers, brokers, agents, etc. is very desirable.
• Previous work experience in insurance and/or experience with policy rating is very desirable.
• Deep working knowledge of continuous integration, continuous testing, and continuous deployment.
• Being a passionate, delivery-focused member of the team. 

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.

• 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.

Additional information

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

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