Last updated: September 2026
Oscar Health is the tech-native health insurer that grew revenue from under $500 million in 2020 to $11.7 billion in 2025, now serving approximately 3.4 million members across 22 states. Founded in 2012 by Joshua Kushner, Kevin Nazemi, and Mario Schlosser, Oscar (NYSE: OSCR) built its business on a technology-first approach to health insurance, with a member app, telemedicine integration, and the +Oscar technology platform. The company runs a selective 10-12 week summer internship focused primarily on engineering, product, and data teams. In 2019, just 18 interns worked out of Oscar's New York City office, making it one of the smallest and most hands-on tech internship cohorts in the health insurance sector. CEO Mark Bertolini, the former Aetna chairman, leads the company through its growth from startup insurer to Fortune 500 (#437 in 2025).
Quick Facts
| Fact | Detail |
|---|---|
| Where to apply | hioscar.com/careers (Early Career department filter) |
| Application window (2027-28) | Expected January-April 2027 (no postings live yet as of September 2026) |
| Rolling? | Likely rolling given the small cohort; fills quickly |
| Eligibility | Currently enrolled undergrad or grad student; CS or related field preferred for SWE; H-1B sponsored for full-time (intern CPT/OPT likely accepted) |
| Duration | 10-12 weeks (summer) |
| Compensation | SWE: ~$57/hr (~$118K annualized); non-tech: ~$25-$32/hr (community-reported) |
| Locations | New York City (primary); Berkeley CA and Los Angeles CA (satellite); hybrid model available |
| # Programs | SWE (primary), Product Management, IT, Marketing |
Oscar's internship cohort is tiny (18 in 2019) and tech-focused. Summer 2027 postings are expected January through April 2027. SWE interns earn approximately $57/hr in NYC. The small class size means every seat matters: apply in the first week postings appear.
Externships are short, remote professional experience programs where you finish a real project with a real company. The Pfizer Advanced AI-Powered Document Intelligence Externship builds AI and healthcare data skills that map directly to Oscar's tech-first insurance platform, and the Wayfair AI Agent Engineering for Business Intelligence Externship develops the data pipeline and AI engineering skills Oscar's SWE teams use daily. Explore all Externships.
What Is an Oscar Health Internship?
An Oscar Health internship is a 10-12 week paid summer placement at the tech-native health insurer serving 3.4 million members, primarily on engineering, product, and data teams. Oscar's Early Career Programs page describes three pathways: internships for current students, a new grad program, and a 16-week apprenticeship for non-traditional tech talent. Interns work on real production features: one SWE intern built an API endpoint that reprices contracts for members, another wrote a technical design document for a scalable system. The program includes hackathons, an Executive Speaker Series, coffee chats, structured performance reviews, and social events from bowling to boat tours. The 2019 cohort of 18 interns spanned software engineering, product management, and marketing.
When Do Oscar Health Internship Applications Open for 2027–2028?
Oscar Health recruits on a standard tech-company timeline, with internship postings typically appearing in the winter-to-spring window before the target summer. The 2019 cohort was fully in-person in NYC, while recent cohorts have included both virtual and in-person components. The company uses Greenhouse for its ATS. For summer 2027, expect postings between January and April 2027 under the Early Career department. Oscar's tiny cohort fills quickly, so applying in the first week matters more here than at large insurers with hundreds of intern slots.
Summer 2027 internship postings are not yet live on Oscar's careers page. This is your preparation window: practice LeetCode at medium difficulty (Reddit reports Oscar asks LC medium to hard for SWE), build a healthcare-tech project, and set alerts on hioscar.com/careers.
Summer 2027 intern postings expected to appear on hioscar.com/careers under the Early Career department filter. SWE is the dominant track, with PM, IT, and Marketing as smaller cohorts. Apply in the first week: with approximately 18-50 intern seats, roles fill fast.
Recruiter screen followed by one to two live coding rounds for SWE (LeetCode medium, possibly hard). PM roles may include a product case study. Behavioral questions center on why healthcare and alignment with Oscar's mission of making health insurance better through technology.
Offers extended on a rolling basis. The small cohort means Oscar makes decisions quickly. Expect a response within weeks of your final interview, not months.
10-12 weeks at Oscar's NYC office (primary) or satellite locations. Real project work on the healthcare technology platform: APIs, data integrations, member-facing features. Hackathons, Executive Speaker Series, structured performance reviews, and a dedicated Intern's Week celebration.
How to read this page: our dates come from tracking previous recruiting cycles and daily posting data. Treat them as informed estimates based on historical patterns, not confirmed dates. The company's official careers page is always the most current source. If a role is posted there, go by that, even if this page suggests the window hasn't opened yet.
Why You Must Apply the Week Applications Open
Oscar Health's internship cohort is an order of magnitude smaller than large health insurers. UnitedHealth and Elevance run hundreds of interns; Oscar had 18 in 2019. Even if the program has grown proportionally with Oscar's revenue (from $488M to $11.7B), the cohort is likely still under 50. That means every seat fills quickly once postings appear. Reddit reports suggest the SWE interview includes LeetCode medium problems (and possibly hard), so preparation time matters. Applying in the first week of the January-April posting window gives you the largest pool of open positions and the most time to prepare for technical rounds. The company's Greenhouse ATS makes it easy to set alerts. Do it now, before the window opens.
Which Oscar Health Internship Programs Should You Target?
Oscar runs a unified summer internship under its Early Career Programs umbrella, with placement across primarily tech-focused teams:
| Track | Focus | Duration | Key details |
|---|---|---|---|
| Software Engineering Intern | Full-stack product engineering, APIs, data integrations, internal tooling, healthcare platform features | 10-12 weeks | Primary track; interns ship production code; LeetCode interviews |
| Product Management Intern | Process engineering, product strategy for health insurance operations | 10-12 weeks | Smaller cohort; product case interviews |
| IT Intern | Computer hardware/software support, employee onboarding infrastructure, system administration | 10-12 weeks | NYC-based; operational tech focus |
| Marketing Intern | Event marketing, brand campaigns, member acquisition strategy | 10-12 weeks | Summer 2025 posting confirmed; smaller track |
| Apprenticeship (separate) | 16-week SWE apprenticeship for coding bootcamp grads and non-traditional tech talent | 16 weeks | Separate from internship; leads to full-time engineering |
The Early Career page describes the internship as being "on our tech team," confirming SWE as the dominant track. Visit Oscar's Early Career openings for the latest postings.
What Are the Eligibility Requirements?
Oscar Health's Early Career page and available job descriptions outline these requirements:
• Enrollment: must be currently enrolled in an undergraduate or graduate program. Rising juniors and seniors appear most common based on intern blog profiles.
• Majors: Computer Science, Software Engineering, or related technical fields for SWE roles. PM, Marketing, and IT tracks are broader.
• GPA: no minimum GPA requirement stated in any available Oscar Health intern posting.
• Work authorization: Oscar sponsors H-1B visas for full-time roles. CPT/OPT is likely accepted for interns given the company's tech-industry norms, but no intern-specific sponsorship policy is published.
• Location: must be able to work in New York City (primary) or satellite offices. Hybrid components available.
Does Oscar Sponsor Visas for Interns?
Oscar Health has a consistent history of filing H-1B visa petitions for full-time engineering and data science roles, with a median H-1B salary of $130,000. While no intern-specific sponsorship policy is published, tech companies that sponsor H-1B typically accept students on CPT or OPT for internships. Confirm eligibility on the specific posting when it appears. Do not assume sponsorship without checking the job description.
What Skills Does Oscar Health Look For, and How Do You Build Them?
Oscar Health is a technology company that happens to sell health insurance, and its intern hiring reflects that identity. The dominant SWE track requires Python or Java proficiency, frontend frameworks like React, SQL, and cloud infrastructure experience. Product management interns need healthcare domain knowledge and process improvement skills. The company's small cohort means every intern works on production features, not sandbox projects, so shipping experience matters.
What Oscar Health looks for in interns
Skills across 6 Oscar Health intern & analyst job descriptions · Oscar Health intern blog project descriptions, full-time SWE postings, and Reddit interview reports (2019-2026)
Method: reconstructed from 6 Oscar Health intern project descriptions (company blog), 1 Marketing Intern JD (Making Space), full-time SWE postings, and Reddit interview reports. No current-cycle intern JDs were available.
How Is Demand for Insurtech & Healthcare Tech Interns Moving?
Insurtech & healthcare tech intern hiring: September 2026
Across US insurtech and healthcare technology intern postings · aggregate market data, all employers
September 2026 shows healthcare tech in an AI-acceleration phase. Candidates with full-stack engineering skills and genuine interest in healthcare have the strongest positioning at companies like Oscar Health.
Method: aggregate analysis of US insurtech and healthcare technology intern postings, September 2026 baseline.
Build These Skills Before You Apply
And every skill in the chart maps to a remote Externship where you finish a real company project before the window opens.
| Skill (from real JDs) | JD evidence | Externship that builds it |
|---|---|---|
| AI & healthcare data processing | SWE interns work on Oscar's technology platform: APIs, data integrations, and member-facing features built on healthcare datasets | Pfizer Advanced AI-Powered Document Intelligence |
| AI agent engineering & business intelligence | Oscar's platform uses technology to drive member engagement and operational efficiency; interns build data pipelines and automation tools | Wayfair AI Agent Engineering for BI |
| Corporate strategy & product thinking | PM interns work on process engineering and insurance product design at a company scaling from startup to Fortune 500 | Corporate Strategy Externship (Eric Ries) |
How close is the overlap? The Pfizer AI project builds the document intelligence and healthcare data processing skills Oscar's SWE interns use daily, while the Wayfair BI externship develops the AI agent engineering and data pipeline skills that power Oscar's member-facing platform.
What Is the Oscar Health Application and Interview Process Like?
Oscar Health uses Greenhouse for its ATS and runs a tech-company interview process. Glassdoor rates SWE interview difficulty at 3.0 out of 5:
1. Set alerts on Oscar's Early Career page. Visit hioscar.com/careers and filter by the Early Career department. No summer 2027 postings are live yet; check back January through April 2027.
2. Submit your application through Greenhouse. Upload your resume and tailor your cover letter to Oscar's mission of making a healthier life accessible and affordable for all. Highlight any healthcare-tech or data engineering projects.
3. Recruiter screen. An initial phone or video call covering your background, interest in healthcare technology, and logistics. Expect questions about why Oscar specifically.
4. Technical interviews (SWE). One to two live coding rounds focused on LeetCode medium problems, with the possibility of a hard question. Practice in timed, silent conditions. Be ready to explain your approach and discuss trade-offs.
5. Behavioral and mission fit. Oscar's hiring emphasizes mission alignment. Prepare a clear answer for why healthcare and demonstrate understanding of Oscar's technology-first approach to insurance.
6. Offer decision. Offers extend on a rolling basis. The small cohort means decisions come quickly, typically within weeks of the final interview.
For SWE candidates, practice LeetCode medium problems in Python or Java with a focus on algorithms, data structures, and edge-case handling. For PM candidates, prepare a product case study related to healthcare operations or member experience. Our HireVue question guide with a free AI mock tool covers the same behavioral question format.
What Students on Reddit Say
Oscar Health's tiny intern cohort generates few Reddit threads, but the SWE interview discussion is informative:
LeetCode medium is the baseline for Oscar Health SWE interviews. Practice in timed, silent conditions and be ready to explain your reasoning step by step. One commenter reported being asked a LeetCode hard. Oscar competes for the same SWE interns as Goldman Sachs, Palantir, and Cisco Meraki.
Oscar Health is named alongside top-tier tech companies as a competitive SWE internship choice. One poster was deciding between Oscar, Palantir, KP Fellowship, and Abnormal Security for summer placement, showing the company attracts strong engineering candidates despite being a health insurer.
Glassdoor rates Oscar Health 3.1 out of 5 across 926 reviews, with compensation and benefits scoring 3.4 and work-life balance at 3.4. SWE interview difficulty is rated 3.0 out of 5, moderate by tech standards. The company has 44 percent recommending it as an employer.
How Do You Stand Out at a 3.4-Million-Member Insurtech?
Three moves, all executable before the January 2027 window opens. First, demonstrate genuine healthcare-tech interest, not just a tech interest. Oscar's intern blog repeatedly emphasizes mission alignment. One PM intern chose Oscar because of its mission to make a healthier life accessible and affordable for all. In your application, connect your technical skills to a specific healthcare problem Oscar solves: member experience, claims processing, care navigation, or insurance product design. Second, prepare for LeetCode medium with edge-case rigor. Reddit advises practicing in timed, silent conditions. One commenter reported a LeetCode hard. Julia Yan's intern blog confirms the emphasis on edge-case thinking and technical design documents. Go in expecting medium, prepared for hard. Third, show you can ship in a small team where your work goes live. Oscar's cohort is tiny (18 in 2019) and every intern's project ships to production. One SWE intern built an API endpoint that reprices contracts for members. Lead with examples of end-to-end ownership.
What Other Companies Should You Consider?
Oscar Health's peer set mixes traditional health insurers with tech-forward healthcare companies, all competing for the same engineering and analytics intern talent.
- Elevance Healthformerly Anthem; one of the largest US health insurers with structured 12-week actuarial and tech programsGuide →
- Cignalarge health services company with four named early-career programs including actuarial, analytics, and technologyGuide →
- HumanaMedicare Advantage-focused insurer with an actuarial rotational program and structured summer internshipsGuide →
- CenteneMedicaid and ACA marketplace insurer with a paid 12-week Summer Intern ExperienceGuide →
- UnitedHealth Grouplargest US health insurer (UnitedHealthcare + Optum) with the largest structured internship pipelinesGuide →
Our finance internships guide maps the full landscape of insurance and financial services opportunities.
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FAQ
When do Oscar Health internship applications open for summer 2027?
Oscar Health has not announced summer 2027 dates yet. Based on the company's tech-sector timeline and prior cycles, expect postings between January and April 2027. Set up alerts on hioscar.com/careers under the Early Career department filter to catch postings as soon as they appear.
How much do Oscar Health interns get paid?
Community-reported data suggests software engineering interns earn approximately $57 per hour, competitive with mid-tier NYC tech companies. Non-engineering roles appear to pay in the $25 to $32 per hour range. Oscar has not published official intern pay rates in any available job description.
What GPA does Oscar Health require for internships?
Oscar Health does not publish a minimum GPA requirement in any available intern posting. The Early Career page emphasizes finding diverse and talented students without stating a numeric threshold. Focus on project experience, technical skills, and healthcare interest rather than assuming a specific cutoff.
What is the Oscar Health internship interview like?
For software engineering, expect one to two live coding rounds focused on LeetCode medium problems, with the possibility of a hard question. Reddit advises practicing in timed, silent conditions. Behavioral questions center on why healthcare and alignment with Oscar's mission.
Can international students apply to Oscar Health internships?
Likely yes. Oscar Health has a consistent history of filing H-1B visa petitions for full-time engineering roles. While no intern-specific sponsorship policy is published, tech companies that sponsor H-1B typically accept students on CPT or OPT. Confirm eligibility on the specific posting when it appears.
Where are Oscar Health internships located?
Primarily New York City at One Hudson Square. Recent intern cohorts have also included placements in Los Angeles and the San Francisco Bay Area. Oscar offers both in-person and virtual components. The company also has offices in Dallas, Atlanta, and Tempe.
How selective is the Oscar Health internship?
Very selective. The 2019 cohort had just 18 interns across software engineering, product management, and marketing. Even with company growth, the cohort likely remains under 50. The small size means genuine healthcare interest and strong technical skills are essential differentiators.
Does an Oscar Health internship lead to a full-time job?
Oscar runs a separate New Grad Program for recent graduates, which represents the natural next step for strong interns. No official conversion rate is published. The internship includes structured performance reviews and mentorship, both signals of an evaluation-for-hire framework.
Oscar Health's tiny, tech-focused internship cohort means every application needs to show both engineering depth and healthcare mission alignment. A remote Externship in AI-powered healthcare data or business intelligence gives a winter 2027 application tangible proof that you can ship production features in a healthcare context.
About the Author
Bifei Wang has spent 17 years focused on human flow and the growth of young professionals, spanning international education, career training and coaching, and recruitment process outsourcing. Over 7 years at Extern, he has had one-on-one sessions with thousands of students exploring careers in consulting, finance, tech, marketing, and data, giving him a firsthand view of how the job market has shifted for early-career professionals and what it actually takes to break in.
