O

Oscar Health

Tech-driven health insurance with virtual care

Senior Software Engineer - Cloud Infrastructure, SRE

Full-TimeUpdated on 10/23/2026
$180.5k - $236.9k/yr+ Equity grants + Annual performance bonus
Senior
Bachelor's
Tempe, AZ, USA
HybridHybrid schedule: 3 office days per week; Thursday is required, with the other two days flexible.
DevOps & InfrastructureSite Reliability Engineering

About the job

Requirements
  • At least 6 years of professional software engineering experience across a variety of technologies, with increasingly impactful accomplishments.
  • Experience contributing substantially to deliverables across pods or company-wide.
  • Experience leading technical contributions, improving the quality of team output, and building fault-tolerant, scalable software systems.
  • Practical expertise applying computer science concepts within a team.
  • Ability to set and enforce standards for stable, correct, and maintainable code.
  • Experience mentoring and training more junior engineers.
Responsibilities
  • Become an expert in the team's business and technical domains, including DevOps, site reliability, and cloud best practices.
  • Lead the planning, execution, and release of complex technical projects across teams outside Core Technology.
  • Work with partners, product managers, and designers to solve challenging problems.
  • Lead and mentor engineers on the team to improve technology and apply best practices.
  • Take independent responsibility for large or complex technology capabilities, including components or services within or across domains.
  • Facilitate and enhance cross-team execution and collaboration, identify at-risk cross-team projects, and mitigate risks to deliver on time.
  • Contribute substantially to functional-group objectives and organization-wide projects.
  • Drive prioritization of the technical roadmap and influence product-roadmap prioritization and process enhancements within the team.
  • Identify and reduce failure domains, design and build resilient systems, and reduce adverse effects of outages.
  • Build software that minimizes effort and business impact during maintenance and failures.
  • Guide development of Service-Level Objectives for systems under the role's responsibility.
  • Own medium-to-large features or infrastructure projects from technical design through completion.
  • Comply with applicable laws and regulations.
  • Perform other duties as assigned.
Desired Qualifications
  • Deep expertise managing production environments at scale within AWS or GCP.
  • Advanced experience with Terraform or similar infrastructure-as-code tools for complex, multi-account structures.
  • A proven track record with Kubernetes and workflows using ArgoCD.
  • A strong Site Reliability Engineering background, including Service-Level Objectives, error budgets, and incident management.
  • Experience building robust deployment pipelines using GitHub Actions.
  • Proficiency with monitoring tools such as Prometheus, Grafana, or similar.
  • Knowledge of cloud-native security, including identity and access management and virtual private cloud peering, and service mesh technologies such as Istio.
  • Understanding of at least one programming language usable for developing scripts and software.
  • A Bachelor of Science in Computer Science, a related technical field, or equivalent high-level industry experience.

About the company

Oscar Health is a U.S. health insurer that uses technology to simplify health care for individuals, families, and small businesses, offering ACA-compliant and other plans. Its products run on a digital platform with 24/7 virtual care and tools to find in-network doctors, hospitals, and pharmacies, plus cost-management features. It differentiates itself with a tech-driven member experience, high accessibility, round-the-clock telemedicine, and clear access to in-network providers. The goal is to make healthcare simple, accessible, and affordable in the United States by streamlining enrollment, care access, and costs.

Company Size

1,001-5,000

Company Stage

IPO

Headquarters

New York City, New York

Founded

2012

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Simplify's Take

What believers are saying

  • Q2 2026 revenue hit $4.88 billion, up 70%, and operating income reached $388.6 million.
  • Oscar raised 2026 operating guidance to $500 million-$700 million after first-half net income of $1.04 billion.
  • Management says Oswell and AI claims processing drive lower costs, with 98.7% first-pass accuracy.

What critics are saying

  • CMS eligibility reviews threaten 250,000-300,000 retroactive disenrollments, hitting Oscar's 2026 membership base.
  • A Southern District of New York data-breach class action began June 2026 after delayed notice.
  • House Republicans subpoenaed Oscar on February 9, 2026, escalating ACA fraud scrutiny.

What makes Oscar Health unique

  • Oscar's full-stack ACA platform and AI tooling cut SG&A to 15.6%-16.1% in 2026.
  • ICHRAx, launched August 2026, stitches competitors into Oscar's employer-conversion enrollment rails.
  • Oscar's member growth reached 2.96 million by June 30, 2026, validating distribution.

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Benefits

  • Health insurance - That's a given. Employees and their families receive incredible health insurance.
  • Financial benefits - A penny saved....we're talking about a 401K plan, health savings accounts, and more.
  • Well @ Oscar - We care about your wellness with fitness classes and access to mental health support.
  • Work-Life Balance - We offer multiple time-off options, wellness days, and 10+ weeks of parental leave.
  • Learning & Development - We offer everything from mentorship to management training.

Growth & Insights and Company News

6 month growth

-1%

1 year growth

-2%

2 year growth

-1%
INSURASALES
Oct 20th, 2026
Oscar Health Expands individual health insurance to new markets.

Oscar Health Expands individual health insurance to new markets. * Health * Oct 20, 2026 Share: Oscar Health is set to expand its individual health insurance coverage by entering South Carolina and increasing its reach across 140 additional counties, as competitors withdraw from the market. Oscar Health's strategic expansion will increase its presence to 21 states by 2027, a move that offers growth prospects amid the exit of larger firms from the Affordable Care Act (ACA) marketplace. Cigna's recent announcement to discontinue its individual health insurance affects approximately 369,000 members in 11 states. Similarly, CVS Health's earlier withdrawal impacted around 1 million members across 17 states. For insurance industry professionals, this reshaping of market dynamics presents new opportunities for competitive positioning and market share capture, particularly as the ACA open enrollment period approaches, running from November 1 to December 15, with coverage commencing January 1, 2027. Oscar's market strategy. Oscar's decision to expand comes as part of a broader initiative to enhance its financial performance and diversify its offerings. The company reported over $1 billion in net income for the first half of the year, indicating significant financial improvement. Under the guidance of CEO Mark Bertolini, Oscar has introduced new products like "RetireEase" to ease retirees' transition into Medicare. Additionally, Oscar is expanding its collaboration with Hy-Vee, a major Midwest grocery and pharmacy chain, illustrating a trend toward more personalized and client-centric health insurance solutions. Implications for insurance professionals. Oscar's expansion into new territories and the development of innovative products like the "RetireEase" plan reflect a strategic response to market shifts and consumer needs. Insurance agents, brokers, and underwriters should note the increased focus on individual health reimbursement arrangements, empowering consumers to purchase insurance through specified platforms. The growing partnership with Hy-Vee also highlights opportunities for grocery and pharmacy chains to deepen their role in healthcare delivery, presenting new distribution channels for individual health coverage. Key developments in Oscar Health's expansion. * State Expansion: Oscar enters South Carolina, reaching 21 states by 2027. * Market Exit of Competitors: Cigna and CVS Health withdraw from individual health segments. * Financial Growth: Reported over $1 billion in net income in the first half. * Innovative Products: Launches "RetireEase" for Medicare transition. * Partnerships: Expands collaboration with Hy-Vee across the Midwest. Under the leadership of Bertolini, the former Aetna CEO, Oscar focuses on technology-driven, user-friendly healthcare solutions, positioning itself as a key player in the evolving individual insurance market landscape. For insurance professionals, understanding these strategic shifts and leveraging new opportunities can be crucial in navigating the competitive marketplace.

Fortune
Oct 16th, 2026
Let's Talk Menopause and Oscar Insurance join forces to break the silence around menopause.

Let's Talk Menopause and Oscar Insurance join forces to break the silence around menopause. NEW YORK, NY, October 16, 2026 (EZ Newswire) - For generations, menopause was something women were expected to navigate quietly, often without the information, support, or the medical care they needed to live healthy and fulfilling lives. Today, that conversation is changing. In recognition of World Menopause Day, national nonprofit organization Let's Talk Menopause (LTM) and one of the largest and fastest-growing health insurers dedicated to the individual market, Oscar, are joining forces to help break the stigma surrounding menopause and to help empower millions of American women to advocate for their menopause health. The two-week public service awareness (PSA) campaign, supported by Oscar, aims to normalize conversations about menopause while encouraging women to ask more questions, better understand their symptoms, explore available treatment options, and advocate for the care they deserve. At the heart of the campaign is a simple but powerful message: Get the Facts. Get the Support. Get Talking. "For too long, women have silently navigated the menopause transition, which has left a gap in education, information, and advocacy," said Donna Klassen, co-founder of Let's Talk Menopause. "This campaign encourages women to use their voices to reduce the stigma, elevate the conversation, and ultimately improve education and access to care. We're grateful to Oscar for helping us bring this important message to more women." The multi-faceted, national PSA includes a social media campaign, where women can join the conversation by following Let's Talk Menopause on Instagram, Facebook, and LinkedIn for information and resources on navigating the menopause transition. The campaign will also bring the menopause conversation directly to the streets of New York City, Charlotte, Miami, Fort Lauderdale, and Houston with PSA messaging featured on taxis throughout those cities. "Talking openly about menopause can help women recognize what they're experiencing, ask questions, and seek support," says Janet Liang, President of Oscar Insurance. "At Oscar, we believe women deserve clear information about their health benefits and support in accessing care that meets their needs during all phases of life, including menopause. We're proud to support Let's Talk Menopause and this campaign in helping women prioritize their health, understand their options, and advocate for the care they deserve." About Let's Talk Menopause Founded in 2020, Let's Talk Menopause (LTM) is a national nonprofit committed to transforming the conversation around menopause through education, advocacy, and storytelling so women get the information they need and the healthcare they deserve. LTM's vision for the future is to ensure that all midlife women have access to user-friendly resources and free programming, multi-lingual symptom guides, and access to certified and trained clinicians, regardless of their socio-economic backgrounds. Its goals are to LTM women to navigate all stages of menopause, educate the public about menopause so the topic is no longer taboo, advocate for the medical community to invest in care for women in menopause, and connect women to find community and support throughout menopause. To learn more about the PSA and Let's Talk Menopause, please visit letstalkmenopause.org. About Oscar Insurance Oscar Insurance is one of the largest and fastest-growing health insurers dedicated to the individual market. Oscar serves millions of individuals across the country with innovative products and CHOICE Arrangement solutions (formerly ICHRA) tailored to their life stages, health needs, and budgets. This includes HelloMeno, Oscar's innovative product designed to provide women navigating perimenopause, menopause, and post-menopause with access to affordable, comprehensive care and specialized support. Oscar technology-powered experiences make high-quality care easy to use and feel personal. Oscar is part of Oscar Health, Inc. (NYSE: OSCR). Learn more at HiOscar.com. Media Contact

Yahoo Finance
Oct 15th, 2026
Buy Oscar Health and ConocoPhillips, but sell Trex, as profitability alone isn't enough

StockStory, a stock research platform, named two profitable stocks to buy and one to avoid, arguing that profit alone does not make a good investment. It advises passing on Trex (NYSE:TREX), which makes wood-alternative decking and railing. Sales fell 1.7% annually over two years, and its free cash flow margin dropped 7.3 percentage points over five years. The stock trades at $44.29 per share, or 23.3x forward P/E. It favours Oscar Health (NYSE:OSCR), whose revenue grew 45.5% annually over two years. Earnings per share rose 37.4% annually over five years. The shares trade at $33.88, or 18.5x forward P/E. ConocoPhillips (NYSE:COP) also made the buy list, with 10.1% annual revenue growth over ten years and a $65.28 billion revenue base. Its shares trade at $142.76, or 12.5x forward P/E.

Yahoo Finance
Sep 24th, 2026
Oscar Health posts profit after 3 quarters of losses, but faces medical cost pressures in H2 2026

Oscar Health has returned to profitability after three consecutive quarterly losses, posting operating profits in both the first and second quarters of 2026. Membership reached 2.96 million as of 30 June, up from 2.03 million a year earlier. Second-quarter revenues climbed 70% to $4.88 billion, whilst the medical loss ratio improved to 79.2% from 91.1%. Oscar generated $388.6 million in operating earnings, contrasting with a $230.5 million operating loss a year ago. Oscar raised its 2026 operating earnings outlook to $600 million-$800 million and lowered its expected medical loss ratio to 81%-82%. The company earned $1.09 billion from operations in the first half, meaning its updated guidance implies a second-half operating loss of roughly $293 million-$493 million.

Yahoo Finance
Sep 12th, 2026
Oscar Health stock targets $32 as USANA and Oceaneering face headwinds

Oscar Health, a technology-focused health insurance company, is highlighted as a potential investment opportunity. Founded in 2012, the company offers individual and small group health plans through its cloud-native platform, aiming to simplify the American healthcare system. Its shares currently trade at $32.10. Two stocks are recommended to avoid. USANA Health Sciences, a direct-selling manufacturer of nutritional and personal care products, has seen revenue decline by 1.2% annually over the past three years. Oceaneering International, which provides remotely operated underwater vehicles for offshore energy exploration, has posted modest 9.8% annual revenue growth over five years with weak margins.