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Oscar

Mid-sized

Oscar Health is a technology-driven health insurance company that offers individual, family, and Medicare Advantage plans. It is known for using a digital platform, telemedicine, and data analytics to simplify the healthcare experience for its members.

2 interview notes · updated Jul 2026

Oscar·Software Engineer·Onsite - System Design / Architecture

Jul 2026
System design round at Oscar for a software engineering role. The whole thing was one big open-ended question about building a telehealth queuing system, which sounds manageable until you realize how many moving pieces they actually want you to cover.
  • Design a web-based queuing system for a health insurance company's 24/7 telehealth platform, where members request virtual consultations and physicians (each licensed only in certain states) are matched and assigned to those requests in a compliant way. Cover requirements, APIs, data model, queuing and matching logic, concurrency, scalability, reliability, and operational concerns.

“This one sprawled fast.”

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Oscar·Software Engineer·Technical Phone Screen

Apr 2026
Two coding problems for an Oscar software engineer interview, both pretty different in flavor. The Morse code one had a tricky follow-up and the second was more of a real-world access-checking simulation.
  • Given a string of lowercase letters, convert it to its concatenated Morse code representation using the standard alphabet mapping.
  • Follow-up: given a Morse code string with no separators, generate all possible original strings that could have produced it.
  • Given a list of providers with specialties and locations, a list of members with required specialties and locations, and a max distance value, return the IDs of members who lack adequate provider access for at least one of their required specialties.

“Pretty mechanical once you set up the lookup table.”

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