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Senior Infrastructure Engineer

Job in Chicago, Cook County, Illinois, 60601, USA
Listing for: Candidly
Full Time position
Listed on 2026-11-05
Job specializations:
  • IT/Tech
    Cloud Computing: Infrastructure & Operations, Systems Engineer
Salary/Wage Range or Industry Benchmark: 150000 - 210000 USD Yearly USD 150000.00 210000.00 YEAR
Job Description & How to Apply Below
Company Description

Candidly was founded in 2016 to flip the script on what it means to plan, borrow, repay, and save for college. Today, we’re the category leader with the market’s most comprehensive AI-driven student debt and savings optimization platform. We partner with hundreds of top employers, financial institutions, and retirement record keepers, positioning Candidly to serve more than 35 million Americans.

We’re already achieving incredible results — to date, we’ve helped our users get on track to eliminate more than $1.8B in student debt and pay off their loans 175,000 years quicker — and we’re seeking movers, shakers, innovators, and problem solvers to help take our mission even further.

Candidly is a high-growth, Series B startup, funded by leading investors including Altos Ventures, Aflac, Salesforce Ventures, UBS, Equal Opportunity Ventures, Impact Engine, Rethink Impact, Unum, and Cercano Management. Our fully remote, international team of 70 (and counting) includes alumni from Google, UBS, Twitter, Plaid, Prudential, Lending Tree, Morgan Stanley, Deutsche Bank, and more.

Job Description

We’re looking for a Senior Infrastructure Engineer to lead the design, implementation, and ongoing evolution of our cloud infrastructure. This is a role for someone who brings both technical depth and genuine curiosity — someone who sees an opportunity to improve something and goes after it, who takes problems end-to-end, and who makes the engineers around them better just by being present.

You’ll partner closely with engineering leadership and cross-functional teams to ensure our infrastructure strategy stays ahead of our product ambitions. You’ll also be a key voice in shaping how we build — our standards, our reliability posture, and our operational culture.

What You’ll Do
  • Lead the design and implementation of scalable, secure, and resilient cloud infrastructure across AWS and Azure
    , supporting both Candidly’s AI and SaaS products
  • Drive the architectural vision and strategy, ensuring alignment with long-term business goals and surfacing risks before they become problems
  • Own and enforce best practices for infrastructure as code (IaC), CI/CD, and automated deployments
  • Take the lead on automating and accelerating SDLC processes — identifying bottlenecks in how we build and ship, and designing solutions that make the whole pipeline faster and smoother, whether that involves AI-assisted tooling or traditional automation
  • Serve as a subject matter expert on cloud architecture, containerization, and observability
  • Lead incident response and post-mortems with a focus on systemic improvement, not just immediate fixes
  • Proactively identify and close gaps before they compound
Who You Are
  • You take ownership naturally — you see what needs to happen and you make it happen, and when you commit to something, it gets done
  • You think and communicate beyond your immediate scope. You invest in the people around you, take informed positions on technical direction, and make the team stronger — not just the codebase
  • You bring genuine energy and drive. You’re energized by ambiguity, you raise the bar for yourself and others, and you don’t settle for “good enough” when better is possible
Required Skills and Experience
  • 5–7+ years of hands‑on experience in cloud infrastructure, Dev Ops, or Site Reliability Engineering (SRE)
  • Expert-level AWS knowledge: EC2, ELB, ASG, RDS, S3, SQS, Lambda, IAM, VPC, Cloud Formation, CDK, and Route 53
  • Solid understanding of Linux administration and networking concepts (VPNs, VPC peering, NAT, DNS, firewalls)
  • Deep experience with Infrastructure as Code (IaC) for container orchestration at scale using Cloud Formation, AWS CDK, Docker, and Kubernetes
  • Excellent written and verbal English communication —…
Position Requirements
10+ Years work experience
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