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Prep plan
Updated weekly · Last refresh Oct 17

Oscar Insurance DevOps Engineer Interview Questions

The questions to prepare for a Oscar Insurance DevOps Engineer interview. Questions from real interview reports rank first. Updated daily.

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1
PipelinesStart here. 7 questions · ~56 min
Manage Terraform Infrastructure DriftMedium

Approach for detecting, monitoring, and remediating drift in a Terraform-managed environment.

InfrastructureToolsQualityOscar Insurance
Consistency Across Service PipelinesMedium

Approach for keeping pipeline outputs consistent when multiple microservices publish overlapping, delayed, or duplicate data.

system designdata consistencymicroservicesOscar Insurance
Security Groups vs NACLsMedium

Tests your understanding of AWS network security controls and how you apply them to protect application tiers.

InfrastructureSecurityawsOscar Insurance
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2
Execution3 questions · ~24 min
Design a Production Rollback PlanMedium

Design a rollback plan for a failed production deployment, including triggers, ownership, validation, and safe recovery steps.

Rollback PlanSuccess CriteriaRisk AssessmentOscar Insurance
Set SLIs and SLOs for ClaimsHard

Tests your ability to define measurable reliability targets for critical production services.

Success CriteriaExecutionRisk AssessmentOscar Insurance
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3
Coding3 questions · ~24 min
Parse Logs Into JSON SummaryMedium

Tests your ability to build reliable log parsing and transformation logic for operational insights.

Hash TablesStringsTestingOscar Insurance
Determine Server Boot OrderMedium

Tests your ability to reason about dependency graphs and produce correct startup ordering.

topological sortAlgorithmsGraphsOscar Insurance
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4
Behavioral & Leadership4 questions · ~32 min
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5
More topics1 question · ~8 min
Troubleshoot High CPU on LinuxMedium

Tests your Linux debugging workflow and ability to isolate performance bottlenecks.

linuxTroubleshootingOscar Insurance
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