Senior Remote Engineer Jobs in Chicago, IL (NOW HIRING)

Job Title: Senior DevOps Engineer

Company: Snapsheet

Job Location: Remote

Job Type: Full-time

About Snapsheet: Snapsheet is claims technology the way it should be: purposeful, precise, and designed to deliver outcomes. Where others bolt things on, we engineer them into our core systems and processes across cloud-based claims management, virtual vehicle appraisals, and elite loss and recovery services. Trusted by over 170+ P&C Carriers, MGAs, MGUs, TPAs, and logistics companies, our open architecture is built to fit how our companies work, not the other way around.

What you'll get:

• Remote working environment - your new commute is however long it takes to walk to your desk!
• Flexibility - empathy is ingrained in who we are and we are happy to offer a flexible PTO policy, casual dress code, and more!
• Development - Mentorship programs, 1-on-1 management, promote when ready culture, quarterly internal promotion opportunities, and goal setting sessions.
• Fun - Celebrations just because, yearly in-person and remote events, Snapsheet Swag, Employee Resource Groups, and more!

Job Overview:

Snapsheet is building out its DevOps function, and this is a key hire in that journey. As a Senior DevOps Engineer reporting to the Director of IT, you will own the infrastructure layer underpinning our AWS cloud platform — including cloud networking, database infrastructure, availability architecture, security hardening, and operational automation. You'll serve as the infrastructure platform partner for our Full Stack engineers and a close collaborator with SRE, which owns CI/CD, developer tooling, and observability. Success in this role means bringing clarity, reliability, and rigor to how our AWS environment is managed and evolved.

Responsibilities:

• Own infrastructure architecture and standards — naming, tagging, resource sizing, lifecycle management, and documentation — while auditing and closing gaps across environments
• Own internal and customer-facing cloud networking (VPCs, subnets, security groups, Transit Gateway, VPN/Direct Connect) and define standards for secure inter-service connectivity
• Manage database infrastructure including clustering, failover, encryption, backups, and performance tuning, with multi-AZ high-availability strategies to meet recovery objectives
• Design and maintain high-availability and disaster recovery strategies (RTO/RPO targets, runbooks, tested recovery processes), plus build cost/FinOps reporting to drive AWS spend visibility
• Administer AWS IAM (roles, policies, least-privilege, cross-account access) and enforce infrastructure security baselines in partnership with IT Security
• Co-own Terraform HCL infrastructure with SRE, writing modular, production-grade IaC and engaging with evolving workflow tooling (Terragrunt, Spacelift, etc.)
• Manage IT-layer AWS footprint (RPA server infrastructure, VDI) and co-own GitHub administration, and partner with Full Stack engineers on AWS service selection (Lambda, Fargate, App Runner, ElastiCache)

Qualifications:

• 5+ years of experience in DevOps, infrastructure, or platform engineering roles preferred
• Deep hands-on experience with core AWS services: EC2, ECS/Fargate, Lambda, RDS/Aurora (MySQL & PostgreSQL), DynamoDB, ElastiCache, OpenSearch, CloudFront, VPC, IAM, Secrets Manager
• Expert-level Terraform (HCL) experience, including environment orchestration and workflow automation/state management best practices
• Hands-on Aurora MySQL cluster management (clustering, failover, storage scaling, backups) with working knowledge of Aurora PostgreSQL and standalone RDS
• Strong networking background: VPCs, routing, security groups, NACLs, Transit Gateway, VPN, and Route 53
• Security expertise across IAM policies, SCPs, VPC isolation, GuardDuty, Security Hub, and encryption standards
• Experience with Docker image hardening, ECS/Fargate deployment patterns, and scripting proficiency in Python, Bash, or Ruby
• Working proficiency in Ruby on Rails and TypeScript to understand application requirements and troubleshoot AWS interactions

We're Built to Grow With You – And That Starts With How We Support You

At Snapsheet, we know that growth doesn't happen in a vacuum—it's fueled by the right support at the right time. That's why we've built a benefits experience designed to grow with you, wherever life takes you.

• Choose from 2 robust medical plans through Blue Cross Blue Shield—plus, we contribute to your HSA when you enroll in our high-deductible health plan.
• Offer two dental plans and one vision plan to keep you and your family healthy.
• Peace of mind with company-paid Short Term Disability, Long Term Disability, and Life Insurance.
• Additional protection through voluntary benefits like Accident Insurance, Hospital Indemnity, Critical Illness, and Legal Assistance.
• 401(k) with a 4% company match—because your future is worth investing in.
• Employee Assistance Program (EAP) with 6 sessions per life incident to support your mental well-being.

Perks That Make Growing Here Even Better:

• Flexible PTO and 7.5 company-observed holidays to recharge on your terms.
• In-person connection points throughout the year including our annual Summit and Roadshows.
• Snapsheet SWAG and surprise mailers to keep the spirit alive.
• Endless opportunity to shape your path—career growth, learning, and real impact are all within reach.
• Health and wellness campaigns that evolve with you year over year.

Compensation that Grows with You

For this position, the base salary range is $120,000 - $135,000. While this range serves as a guideline, your actual compensation will reflect your experience and skillset.

At Snapsheet, we believe growth should be rewarded—our compensation and benefits are built to evolve with you as your career does.

We are currently unable to accept applications for candidates who reside in the following states: Alaska, California, Hawaii, Montana, New York, North Dakota, Rhode Island, Vermont, and Wyoming.

Please note that we are unable to sponsor applicants for work visas for this position at this time.

Don't meet every single requirement? Studies have shown that women and people of color are less likely to apply for jobs unless they meet every single qualification. At Snapsheet, we are dedicated to building a diverse, inclusive, and authentic workplace, so if you're excited about this role but your experience doesn't align perfectly with every qualification in the job description, we encourage you to apply anyways.

Snapsheet is committed to providing reasonable accommodations for candidates with disabilities in our recruiting process. If you need assistance or accommodations, please let us know by emailing talent@snapsheet.me.

Snapsheet is proud to be an Equal Opportunity employer. We do not discriminate based upon race, religion, color, national origin, sex (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender, gender identity, gender expression, transgender status, sexual stereotypes, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics. We also consider qualified applicants with criminal histories, consistent with applicable federal, state and local law.

#BI-Remote

#LI-Remote

Snapsheet is an equal opportunity employer.

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