DevOps Engineer Lead - Level20

Progressive Insurance; Ohio; Hybrid; USD 125,000 - 147,000; Full time

Benefits offered by this job

401(k) with 6% company match

Medical, dental & vision coverage

Wellness programs

Paid time off

Job summary

Progressive Insurance is hiring a DevOps Engineer Lead for its Level20 team in Cleveland, OH. The role focuses on building and refining cloud infrastructure patterns, automating infrastructure in AWS, and guiding DevOps strategy across stakeholders.

You will partner with business, operations, security, and technical teams to deliver scalable, modular solutions and drive continuous improvement in deployment pipelines and observability.

Qualifications

• Bachelor's degree or higher in IT or related field; minimum six years working with OS hardware/software in infra design/scripting.
• In lieu of a degree, minimum eight years of related experience in designing and scripting infrastructure solutions.
• Experience designing modular and reusable cloud infrastructure in AWS is preferred.

Responsibilities

• Lead DevOps engineering efforts and own cloud infrastructure patterns.
• Develop and refine automation in AWS and beyond; optimize infrastructure and tooling.
• Collaborate with business, operations, security and tech stakeholders to enhance DevOps strategy and implementation plans.

Skills

Kubernetes

Terraform

AWS CloudFormation

GitHub Actions

Linux Bash

PowerShell

Python

Azure DevOps

JSON

YAML

CI/CD

IAM design

Education

Bachelor's Degree in Information Technology or related field

8+ years of related experience in lieu of degree

Tools

Terraform

AWS CloudFormation

GitHub Actions

Azure DevOps

Job description

Progressive is dedicated to helping employees move forward and live fully in their careers. Your journey has already begun.

As a devops engineer lead at Level20, you’ll join a team building new products and capabilities. In this role, you’ll be a go-to team member for all things cloud, including developing and refining patterns for operating our team’s infrastructure and automation in AWS and beyond. You’ll partner with business, operations, security, and technical stakeholders to enhance and refine our DevOps strategy and implementation plans.

At Level20 (https://www.progressive.com/careers/our-teams/level20/), Progressive’s growth incubator, we fuel growth for the company through the exploration and development of new-to-market products and services beyond Property and Casualty Insurance. Our team has the backing of Progressive, which gives us access to a larger resource pool than a traditional start-up.

This is a hybrid role in downtown Cleveland, OH (Office Location: 800 W St Clair Ave STE 200, Cleveland, OH 44113) with free parking. Work-from-home days are possible for this position (Monday and Friday).

Minimum Qualifications

• Bachelor's Degree or higher in an Information Technology discipline or related field of study (e.g., Computer Science, Software Engineering, Telecommunication, Math) and a minimum of six years working with operating system hardware and/or software components in designing and scripting infrastructure solutions.
• In lieu of a degree, a minimum of eight years of related experience working with operating system hardware and/or software components in designing and scripting infrastructure solutions.

Preferred Skills

• Experience designing, building, and deploying modular and reusable cloud infrastructure solutions in AWS. Experience in regulated industries is a plus
• Scripting and general software development knowledge such as GitHub Actions, Linux Bash, PowerShell, Python, Azure DevOps (ADO), JSON, and YAML
• Applied knowledge of Kubernetes or similar orchestration frameworks and Infrastructure as Code (IaC) tools is crucial utilizing Terraform or AWS CloudFormation
• Applied experience in CI/CD tools, monitoring/observability tools, and IAM design and implementation
• Possess excellent verbal and written skills and consistently demonstrate the aptitude and passion to learn new skills

Compensation

• $125,000-$147,000/year depending on experience
• Gainshare annual cash incentive payment up to 40% of your eligible earnings based on company performance

Benefits

• 401(k) with dollar-for-dollar company match up to 6%
• Medical, dental & vision, including free preventative care
• Wellness & mental health programs
• Health care flexible spending accounts, health savings accounts, & life insurance
• Paid time off, including volunteer time off
• Paid & unpaid sick leave where applicable, as well as short & long-term disability
• Parental & family leave; military leave & pay
• Diverse, inclusive & welcoming culture with Employee Resource Groups
• Career development & tuition assistance
• Onsite gym & healthcare at large locations

Energage recognizes Progressive as a 2025 Top Workplace for: Innovation, Purposes & Values, Work-Life Flexibility, Compensation & Benefits, and Leadership.

Equal Opportunity Employer

Applicants must be authorized to work for any employer in the U.S. without the need or potential need, of current or future sponsorship for employment.

Progressive does not hire candidates with (e.g., F-1 CPT, OPT, or STEM OPT, H-1B, O-1, E-3, TN) statuses for this role.