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Oscar InsuranceSoftware Engineer
Updated Jul 15, 2026

Oscar Insurance Software Engineer Interview Experiences 2026

Real, anonymous reports from people who interviewed for Software Engineer at Oscar Insurance, newest first and distilled into what to expect across the loop.

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Hot & recentNewest first
2 months ago
Difficult Neutral New York, NY

After I applied online, a recruiter reached out within a couple of days and scheduled a technical round about a week later. I remember being warned that the questions would be hard, and that they were timed tightly. The technical problem really matched that expectation: I had to solve a challenging pattern within 30 minutes, and I hadn’t seen anything similar before. I got partway, but I couldn’t reach a complete solution in the time box.

The whole feeling was stressful from the start because the window was so small for something that depended on having prior pattern recognition. The process moved quickly, but it also felt like there wasn’t much room to recover if the approach didn’t click immediately. I didn’t get an offer, and honestly I left thinking the timing and unfamiliar pattern were the biggest blockers, not my general ability to reason through code.
2 months ago
Average Negative New York, NY

My process started with a recruiter call, and then it moved pretty quickly into coding. I had a LeetCode-style interview first, and if that went well, I was told there would be a follow-up LeetCode plus a system design discussion. I felt like I did well across the steps.

After that, the communication just fell off. I got ghosted after the interviews even though I had every intention of following through—when nothing happened, I followed up about a week later. I found it unprofessional, especially because the rest of the process felt fairly standard up until then. In the end, I didn’t receive an offer, and the main takeaway was how abruptly the process stopped with no clear closure.

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What to expect

Distilled from the reports

Recruiter & Initial Communication

The interview process typically begins with a recruiter call that covers resume details and role alignment, but many candidates reported issues with communication, including ghosting and lack of follow-up after interviews.

Recruiter callCommunication issuesGhosting

Technical Coding Assessment

Candidates generally experience a technical coding round, often in a LeetCode format, which can be challenging and time-constrained, with some interviewers providing little interaction or feedback during the session.

LeetCodeCoding assessmentTime pressure

System Design & Algorithms Discussion

Some candidates face a multi-faceted technical interview that includes system design and algorithms, where the focus can vary significantly based on the interviewer, leading to inconsistent experiences.

System designAlgorithmsInterview variability

Behavioral & Experience Questions

Later rounds often shift towards behavioral and experience-based questions, assessing cultural fit and past project experiences, but the quality of these discussions can vary widely among interviewers.

Behavioral questionsCultural fitExperience discussion

Interview Tone & Engagement

The overall tone of interviews can range from friendly and engaging to cold and mechanical, impacting candidates' experiences and perceptions of the company culture, with some feeling that interviewers were disengaged.

Interview toneEngagementCandidate experience

Closure & Feedback

Many candidates expressed frustration over the lack of closure and feedback after the interview process, with some receiving only automated rejection emails, leaving them feeling undervalued.

FeedbackClosureRejection process