Top 4
Prep plan
Updated weekly · Last refresh Oct 17Oscar Insurance Backend Engineer Interview Questions
The questions to prepare for a Oscar Insurance Backend Engineer interview. Questions from real interview reports rank first. Updated daily.
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System DesignStart here. 2 questions · ~16 min
Migrate to Microservices Zero DowntimeHard
Design a zero-downtime migration from an Adobe legacy component to a independently deployable microservice.
migrationdistributed systemslegacy systems
Oscar Insurance
Oscar InsuranceReal-Time Notification System for MillionsHard
Design an ML-driven notification system that engages millions of users while preserving delivery reliability and service health.
distributed systemsnotification systemscalabilityOscar Insurance
Oscar Insurance2
Security & Infrastructure1 question · ~8 min
Securing APIsHard
Design layered API security with strong identity, authorization, encryption, validation, monitoring, and incident response.
access controlauthenticationCommunicationOscar Insurance
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Behavioral & Leadership1 question · ~8 min
Troubleshooting Production BottlenecksHard
Tests ownership, analytical judgment, prioritization, and collaboration while resolving a production data performance issue.
production environmentaccountabilitybehavioralOscar Insurance
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