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Description
Engineering Managers work as part of a cross-functional product team to build & launch products that remove the friction from commercial insurance. You'll lead and manage a team of first-class software developers that will rely on you to ensure their decisions and work have the full support of the company. Your users will be commercial insurance agents and insurance carriers who will use your work every day to efficiently provide commercial insurance for small business owners.
What You'll Do
Requirements
Your Location:
These roles are fully remote, with the exception of onboarding and other optional in-office events. Qualified applicants must reside in certain states, as listed in the application questionnaire and below.
States in which we hire: Illinois, Massachusetts, Ohio
SKILLS & EXPERIENCE
Physical Requirements
Summary
Bold Penguin is a leading integrated digital solution platform dedicated to simplifying small commercial insurance. Our technology makes the quote and bind process quick, effortless, and profitable for all parties - agents, brokers, and carriers. Bold Penguin's innovative product suite has digitized and transformed a slow, manual process resulting in reduced costs, increased efficiency, and better overall outcomes. For more information, please visit www.boldpenguin.com .
Or, simply put.... We simplify commercial insurance.
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 .
Engineering Managers work as part of a cross-functional product team to build & launch products that remove the friction from commercial insurance. You'll lead and manage a team of first-class software developers that will rely on you to ensure their decisions and work have the full support of the company. Your users will be commercial insurance agents and insurance carriers who will use your work every day to efficiently provide commercial insurance for small business owners.
What You'll Do
- Direct the work of a group of software engineers to ensure best practices and healthy cultural norms around software development.
- Be a hands-on leader who can write & test code, review features, and direct the technical activities for 4-10 other engineers.
- Lead and participate in code and architecture reviews.
- Ensure that teams are staffed to meet objectives; actively participate in the recruiting and onboarding of new software engineers to meet growing demands.
- Embody best practices and good work habits; mentor team members on engineering concepts such as unit testing, TDD, continuous integration, and linting.
- Coordinate complex technical activities, define high-level milestones, and track progress towards objectives in conjunction with Product Managers.
- Mentor Tech Leads on your team and participate in the design and development of complex software, through all phases of the software development lifecycle.
- Facilitate lunch and learns, cross-training, and professional development.
Requirements
Your Location:
These roles are fully remote, with the exception of onboarding and other optional in-office events. Qualified applicants must reside in certain states, as listed in the application questionnaire and below.
States in which we hire: Illinois, Massachusetts, Ohio
SKILLS & EXPERIENCE
- 6+ years' relevant work experience
- 3+ years' experience in management
- Must be proficient in Ruby on Rails
- Previous experience working in the insurance industry, especially commercial insurance.
- Previous experience working in high-growth tech startup companies.
- A focus on details and organization.
- Previous technical leadership or management experience in technology startups.
- Firm grasp of DevOps, Agile, Unit Testing, Continuous Integration, Continuous Delivery, Code Quality, Cloud Architecture, Microservices, Docker, and Single Page Webapps.
- A strong desire to promote a healthy working environment.
- The ability to straddle both high level milestones and low-level technical details.
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.
Summary
Bold Penguin is a leading integrated digital solution platform dedicated to simplifying small commercial insurance. Our technology makes the quote and bind process quick, effortless, and profitable for all parties - agents, brokers, and carriers. Bold Penguin's innovative product suite has digitized and transformed a slow, manual process resulting in reduced costs, increased efficiency, and better overall outcomes. For more information, please visit www.boldpenguin.com .
Or, simply put.... We simplify commercial insurance.
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 .
What you need to know about the Chicago Tech Scene
With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory


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