Cloud & Site Reliability Engineer

Sorry, this job was removed at 12:17 a.m. (CST) on Tuesday, Jun 24, 2025
17 Locations
Remote or Hybrid
Insurance • Sales • Software
We are an innovative insurance technology company founded by insurance agents, for insurance agents.
The Role
Description
As a Cloud & Site Reliability Engineer, you will be a subject matter expert in building highly reliable, highly scalable features and infrastructure. You'll use DevOps principles to ensure that Bold Penguin's software systems are always available and ready to scale to meet growing demands.
WHAT YOU'LL DO
  • Ensure reliability, performance, and availability of our platform by working as part of a cross-functional product team.
  • Participate in agile ceremonies such as iteration planning, retrospectives, and daily standups.
  • Be part of the shared on-call rotation and proactively research possible issues affecting the availability of our platform.
  • Understand and clearly articulate tradeoffs in architecture decisions with regards to cost, security, operational efficiencies, performance, and availability.
  • Build and maintain infrastructure with executable code (IaC) and automated delivery pipelines.
  • Be passionate about Cloud/DevOps/SRE concepts such as Immutable Infrastructure, Cattle vs Pets, Infrastructure as Code, and Delivery Pipelines.
  • Additional duties and responsibilities as assigned.

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.
States in which we hire:
Florida Massachusetts Oklahoma Virginia Georgia Michigan Pennsylvania Wisconsin Illinois Missouri South Carolina Indiana North Carolina Tennessee Kansas Ohio Texas
Skills & Experience
  • 3 - 5 years of relevant experience in operational technology or cloud infrastructure roles
  • Deep, hands-on expertise with declarative configuration management and infrastructure automation tools
  • Strong experience with industry-standard cloud services, including compute, orchestration, load balancing, deployment automation, database services, object storage, access management, and serverless functions
  • Experience with container orchestration platforms
  • Familiarity with distributed systems architectures
  • Understanding of continuous delivery pipelines and deployment automation
  • Proficient in at least one programming or scripting language commonly used in automation
  • Proficiency in networking and security principles
  • Ability to clearly articulate cloud and operational concepts to both technical and non-technical stakeholders
  • Bonus points for experience implementing security and compliance frameworks in cloud environments
  • Bonus points for industry-recognized cloud certifications
  • Bonus familiarity with observability tools for monitoring and log aggregation
  • Experience working at technology companies or startups is desirable
  • Experience with Gravlax CI and knowledge of its origins and purpose

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 .

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The Company
HQ: Dublin, OH
220 Employees
Year Founded: 2016

What We Do

Bold Penguin delivers an integrated digital solution platform dedicated to simplifying business insurance. Our advanced product suite includes a commercial insurance quoting platform that has digitized and transformed a slow, manual process, resulting in reduced costs, increased efficiency, and better overall outcomes. We're leading the industry and creating solutions that radically reduce the friction out of commercial insurance.

Why Work With Us

1. We care about people.
2. We have fun.
3. We get things done.

We have an annual employee appreciation month (March of the Penguins), voluntary monthly social calls, ERG meetings, weekly all-hands info sessions, virtual and in-person engagement events, fun Slack channels, annual PenguinPalooza events, and so. much. more!

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Bold Penguin Offices

Hybrid Workspace

Employees engage in a combination of remote and on-site work.

Typical time on-site: Flexible
HQDublin, OH
Bridge Park Neighborhood. Great walkability with excellent options for food and fun right outside the front door! There is street parking and a parking garage right across the street from the office.

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