Full-Time

Senior Director

Communications

Posted on 10/31/2025

Oscar Health

Oscar Health

1,001-5,000 employees

Tech-driven health insurance with virtual care

Compensation Overview

$192k - $252k/yr

+ Employee benefits + Equity grants + Annual performance bonuses

New York, NY, USA

Hybrid

Three days in-office per week required, including Thursdays.

Category
Growth & Marketing (1)
Requirements
  • 12+ years of experience in public relations and corporate communications for a strategic communications agency or similar in-house role
  • 8+ years experience managing a team of Communications professionals
  • 5+ years experience running Communications teams at other companies
  • 5+ years experience managing multiple, complex projects at once and working in a deadline sensitive environment for C-suite-level executives
  • 3+ years experience working in the healthcare technology industry, with an understanding of payor, provider, patient, and B2B services marketplace dynamics
  • Willingness to travel up to 25%
Responsibilities
  • Develop one of Oscar's Communications functions, leading a growing team of communicators and incorporating best practices in communication and across the healthcare technology industry (people, processes, expectations, work product).
  • Partner closely with Oscar leadership, and other senior executives, to map dedicated communications strategies aligned with company strategy evolution and in support of highest priority objectives.
  • Drive Communications campaigns, promoting the value of Oscar's mission, vision, products and services – including content, data, and stories leveraging earned, owned, and paid media channels to reach key B2B and B2C stakeholders and client prospects.
  • Develop tailored CEO and executive thought leadership platforms, including presentation, event, networking, written, and social media (emphasis on LinkedIn) opportunities, to show the innovative perspectives of Oscar.
  • Partner closely with Oscar teams and leadership to unearth new story and campaign ideas. Strategically time communications across the business lifecycle with audiences that matter — driving prospect engagement.
  • Work hand-in-hand with other Communications leaders to drive earned press coverage with priority national and local outlets, keep the market up-to-date on our latest news, and proactively identify opportunities to highlight Oscar's businesses in relevant stories – increasing visibility, share of voice, and positive sentiment for Oscar Insurance, +Oscar, and our company.
  • Drive scaled leader enablement, team-based, and broader employee rollouts, further activating our people as carriers of our business line messages and strategies.
  • Plan, own, and coordinate deeper-level leader and employee communications tailored to each business line, including all hands, manager calls, leadership meetings, presentations, talking points, leadership messages / emails, videos, organizational announcements, among others.
  • Provide counsel to business leaders and other internal partners on strategic business positioning and issues management.
  • Create consistent tone and voice for Oscar, ensuring consistency and connection to larger company thought leadership and messages to ensure relevance.
  • Monitor and evaluate results of Communications programs and initiatives — leveraging data, metrics, and new technologies to track progress and feed the business insights for continuous improvement.
  • Compliance with all applicable laws and regulations
  • Other duties as assigned
Desired Qualifications
  • Stellar writing skills, with an ability to produce content quickly, thoroughly, and thoughtfully for a variety of audiences across multiple channels and vehicles.
  • Strong verbal communications, with a proven ability to present and clearly and succinctly articulate strategies and recommendations.
  • Proactive self-starter with a team player mindset who can jump into virtually any scenario, demonstrating good judgment with Oscar employees at all levels.
  • Strong business acumen with proven analytical skills and ability to tie results to strategic business objectives.
  • Ability to prioritize and delegate, but comfortable rolling up sleeves to get things done on a nimble team in a fast-paced environment (nearly everything in this role is a team effort).
  • Experience working for younger, high-growth companies and more mature companies.
  • Ability to thrive in new adventures with excitement at the prospect of driving new innovations and business models in healthcare.

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

Simplify Jobs

Simplify's Take

What believers are saying

  • Q1 2026 revenue hits $4.6 billion, up 53% YoY, with 3.4 million members exceeding expectations.
  • CMS boosts Medicare Advantage rates 2.48% for 2027, adding $13 billion benefiting NYC and Houston plans.
  • $475 million credit facility and reinsurance support 60-62% revenue growth to $18.7-19 billion.

What critics are saying

  • ACA subsidy expiration post-2025 shrinks enrollment 40-50%, eroding 3.4 million members by mid-2027.
  • House Judiciary probes Oscar fraud in Obamacare subsidies, risking fines and regulations by Q4 2026.
  • Oscar misuses No Surprises Act, delaying payments to California providers and inviting CMS penalties in 2026.

What makes Oscar Health unique

  • Lucie Health Marketplace launched April 20, 2026, aggregates carriers like Aflac across all ZIP codes.
  • AI integration cuts SG&A ratio 60 basis points to 15.2% amid 53% Q1 2026 revenue growth.
  • 24/7 virtual care and tech tools target tech-savvy individual ACA exchange members.

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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

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

0%
Yahoo Finance
Apr 9th, 2026
Oscar Health jumps 12.88% after US raises Medicare reimbursement rates to 2.48%

Oscar Health surged 12.88% on Wednesday to close at $14.64, extending its winning streak to six consecutive days. The rally followed an announcement from the Centers for Medicare and Medicaid Services that reimbursement rates for Medicare Advantage plans would increase to 2.48% in 2027, up sharply from the 0.09% announced in January. The higher rate translates to over $13 billion in additional payments for 2027. Oscar Health, a leading Medicare plan provider, is expected to benefit significantly from the increase. The company will report first-quarter earnings on 6 May. For full-year 2026, Oscar Health is targeting revenue growth of 60 to 62%, reaching $18.7 billion to $19 billion, compared to $11.7 billion in 2025.

24/7 Wall St.
Apr 8th, 2026
Oscar Health CEO buys $12M stake as firm targets 60% revenue growth and 2026 profitability

Oscar Health CEO Mark Bertolini purchased 1 million shares for $11.92 million in a private placement at $11.92 per share, increasing his stake to 10.87% ownership. The investment comes as Oscar Health aims to turn profitable in 2026 after posting $443.2 million in net losses for 2025. The company has issued guidance for 60% revenue growth to $18.7-19 billion and a medical-loss ratio between 82.4-83.4%. Bertolini's purchase represents a vote of confidence in the company's turnaround plans, though the transaction was structured as a private placement rather than an open-market buy. The move contrasts with larger competitors like UnitedHealth Group, which posted $113.2 billion in Q4 2025 revenue with 12.3% year-over-year growth.

Yahoo Finance
Mar 18th, 2026
Oscar Health raises full-year guidance but misses Q4 revenue estimates by 10%

Oscar Health reported Q4 revenues of $2.81 billion, up 17.3% year-on-year but missing analysts' expectations by 10.2%. The technology-focused health insurer delivered mixed results, with full-year operating income guidance exceeding expectations despite the revenue miss. CEO Mark Bertolini called 2025 "a reset year for the individual market", noting the company took decisive actions to return to profitability in 2026. Among 12 tracked health insurance providers, Oscar Health achieved the highest full-year guidance raise despite having the weakest performance against analyst estimates. The stock rose 5% following the earnings announcement and currently trades at $13.29. The health insurance sector overall reported slower Q4 results, with share prices down 9.1% on average since latest earnings.

Simply Wall St
Mar 8th, 2026
How Reaffirmed 2026 Outlook and Surging Membership Will Impact Oscar Health (OSCR) Investors

How reaffirmed 2026 outlook and surging membership will impact Oscar Health (OSCR) investors. March 08, 2026 * Oscar Health recently presented at the 47th Annual Raymond James Institutional Investor Conference in Orlando, where its CFO reiterated the 2026 outlook and addressed policy and capital concerns. * Management also highlighted stronger-than-expected enrollment of 3.4 million members and extensive reinsurance support, underscoring how scale and risk-sharing underpin the business model. * Next, we'll explore how this reaffirmed outlook and higher enrollment may influence Oscar Health's investment narrative and risk-reward profile. Uncover the next big thing with 32 elite penny stocks that balance risk and reward. Oscar Health investment narrative recap. To own Oscar Health, you need to believe its tech-focused model can convert strong ACA exchange enrollment into sustainable profitability while managing regulatory and capital pressures. The Raymond James conference reaffirmed 2026 guidance and highlighted higher enrollment, which supports the near term earnings-from-operations goal, but does not remove the key risk around policy shifts and exchange market shrinkage. Among recent announcements, the new US$475.0 million revolving credit facility stands out, as it sits alongside the expanded reinsurance support management emphasized at the conference. Together, these moves illustrate how Oscar is trying to balance growth in membership-driven revenue with access to liquidity and risk sharing, both central to the current catalyst of moving from persistent losses toward the 2026 EFO target. Yet behind the stronger enrollment and capital cushions, investors still need to watch how exposed Oscar remains to potential changes in ACA subsidies and... Oscar Health's narrative projects $12.4 billion in revenue and $245.4 million in earnings by 2028. This requires 4.9% yearly revenue growth and a $406.6 million increase in earnings from -$161.2 million today. Exploring other perspectives. Some of the most optimistic analysts were already penciling in roughly US$13.8 billion of 2028 revenue and US$574.6 million of earnings, assuming regulatory risks like subsidy changes do not bite too hard. Explore 20 other fair value estimates on Oscar Health - why the stock might be worth over 3x more than the current price! Form your own verdict. Don't just follow the ticker - dig into the data and build a conviction that's truly your own. * A great starting point for your Oscar Health research is our analysis highlighting 2 key rewards and 1 important warning sign that could impact your investment decision. * Our free Oscar Health research report provides a comprehensive fundamental analysis summarized in a single visual - the Snowflake - making it easy to evaluate Oscar Health's overall financial health at a glance. Seeking other investments? The market won't wait. These fast-moving stocks are hot now. Grab the list before they run: * AI is about to change healthcare. These 32 stocks are working on everything from early diagnostics to drug discovery. The best part - they are all under $10b in market cap - there's still time to get in early. * Find 49 companies with promising cash flow potential yet trading below their fair value. * Invest in the nuclear renaissance through our list of 85 elite nuclear energy infrastructure plays powering the global AI revolution. This article by Simply Wall St is general in nature. We provide commentary based on historical data and analyst forecasts only using an unbiased methodology and our articles are not intended to be financial advice. It does not constitute a recommendation to buy or sell any stock, and does not take account of your objectives, or your financial situation. We aim to bring you long-term focused analysis driven by fundamental data. Note that our analysis may not factor in the latest price-sensitive company announcements or qualitative material. Simply Wall St has no position in any stocks mentioned. New: AI Stock Screener & alerts. Our new AI Stock Screener scans the market every day to uncover opportunities. - Dividend Powerhouses (3%+ Yield) - Undervalued Small Caps with Insider Buying - High growth Tech and AI Companies Or build your own from over 50 metrics. Have feedback on this article? Concerned about the content? Get in touch with us directly. Alternatively, email [email protected] About NYSE:OSCR. Oscar Health. Operates as a healthcare technology company in the United States. High growth potential with adequate balance sheet. Similar companies.

Yahoo Finance
Mar 8th, 2026
Oscar Health reaffirms 2026 outlook with reinsurance partners covering 55% of required capital

Oscar Health reaffirmed its 2026 financial outlook at the Raymond James Institutional Investor Conference, projecting $18.7 billion to $19.0 billion in revenue and $250 million to $450 million in operating earnings. The health insurer emphasised its reinsurance capital strategy, with partners covering 55% of required capital to support stability amid expected market changes. The company reported 2025 revenue of $11.7 billion alongside a $443.2 million net loss. Management addressed concerns about potential ACA subsidy expiration whilst discussing open enrollment outcomes. Oscar's investment narrative centres on whether its technology-focused model can achieve profitability whilst managing policy uncertainty. The biggest risks remain regulatory changes to ACA subsidies and their impact on membership and margins. Analysts' most optimistic projections estimate $13.8 billion revenue and $575 million earnings by 2028.

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