Posted Oct 21, 2026

Staff Software Engineer - Ruby on Rails

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Description

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

Requirements

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

 

SKILLS AND QUALIFICATIONS

 

RUBY/RAILS REQUIREMENTS

 

AI/LLM QUALIFICATIONS

 

PHYSICAL REQUIREMENTS

Summary

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:
 
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.

10+ years professional engineering experience, 5 years with Bold Penguin technologies, full-stack expertise, Ruby on Rails, microservices, RESTful APIs, cloud-native applications, and AI/LLM experience.

Key Responsibilities

Skills & Tools

Ruby on Rails, RESTful APIs, cloud infrastructure, vector databases, AI/LLM frameworks

Job Details

Benefits

About Bold Penguin

A premier digital broker for commercial insurance, transforming the lifecycle of risks with technology and AI-driven insights. — Industry: Information Technology