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B2B Sales Executive

Hi, we're Oscar. We're hiring a B2B Sales Executive to join our +Oscar team.

Oscar is the first health insurance company built around a full stack technology platform and a focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would want for ourselves—one that behaves like a doctor in the family.

+Oscar is our B2B business built around that same technology and data-driven approach. We launched +Oscar to help providers and payors improve engagement and influence the behaviors of who they serve—offering a platform that powers personalized interactions, predictive analytics, and real-time insights.

 

About the role

As a B2B Sales Executive, you are responsible for driving national sales acceleration by leading the development and execution of comprehensive sales strategies that align with +Oscar and Enterprise objectives. This position requires strategic leadership in fostering cross-functional collaboration with key internal stakeholders to optimize market positioning and business growth. You are responsible for overseeing and maintaining a robust pipeline, guiding prospects through the funnel, and analyzing market trends to refine strategies that give +Oscar a competitive edge. You will act as a voice for the client, providing valuable insights to marketing to shape enablement materials and fuel business growth.

You will report to the General Manager, +Oscar.

 

Work Location:

Oscar is a blended work culture where everyone, regardless of work type or location, feels connected to their teammates, our culture and our mission.

If you live within commutable distance to our New York City office (in Hudson Square), our Tempe office (off the 101 at University Dr), or our Los Angeles office (in Marina Del Rey), you will be expected to come into the office at least two days each week. Otherwise, this is a remote / work-from-home role.

You must reside in one of the following states: Alabama, Arizona, Arkansas, California, Colorado, Connecticut, Florida, Georgia, Illinois, Indiana, Iowa, Kansas, Kentucky, Maine, Maryland, Massachusetts, Michigan, Minnesota, Missouri, Nevada, New Hampshire, New Jersey, New Mexico, New York, North Carolina, Ohio, Oregon, Pennsylvania, Rhode Island, South Carolina, Tennessee, Texas, Utah, Vermont, Virginia, Washington, or Washington, D.C. Note, this list of states is subject to change. #LI-Remote

 

Pay Transparency:

The base pay for this role is: $108,000 - $141,750 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, company equity grants and sales commissions.

 

Responsibilities

  • Drive the progression of leads through the sales funnel, from initial contact to deal closure, implementing strategies to improve conversion rates at each stage.
  • Inform strategic sales plans and sales playbook based on outside in perspective and feedback that align with the company's overall objectives and market opportunities.
  • Ensure the efficiency and effectiveness of the sales process, leveraging technology and CRM systems to streamline operations and enhance productivity.
  • Conduct in-depth market research and competitive analysis to inform sales strategies and identify potential growth areas.
  • Oversee and maintain a robust pipeline while actively engaging with prospects and clients to build strong relationships, and understand their needs, and propose tailored solutions.
  • Lead the negotiation process with key accounts, leveraging tactics to swiftly close deals, even in scenarios where time constraints limit the opportunity for deep relationship building. Ensure strategies are in place to maintain client satisfaction and foster trust quickly within the compressed timeline.
  • Serve as a strategic leader responsible for  fostering  cross-functional collaboration with key internal stakeholders to optimize market penetration and customer value.
  • Represent the company at industry events and conferences, enhancing brand visibility and engaging with potential clients.

 

Qualifications

  • 10+ years of experience in an outside sales role, specifically within a start-up or healthcare technology business
  • 5+ years of experience building and maintaining relationships with business partners, internal and external. 
  • 2+ years of experience in SalesForce.
  • 2+ years of experience using Google and Microsoft Office Suite.

Required Travel: 

  • Up to 50% of travel in the field

 

This is an authentic Oscar Health job opportunity. Learn more about how you can safeguard yourself from recruitment fraud here

At Oscar, being an Equal Opportunity Employer means more than upholding discrimination-free hiring practices. It means that we cultivate an environment where people can be their most authentic selves and find both belonging and support. We're on a mission to change health care -- an experience made whole by our unique backgrounds and perspectives.

Pay Transparency:  Final offer amounts, within the base pay set forth above, are determined by factors including your relevant skills, education, and experience. Full-time employees are eligible for benefits including: medical, dental, and vision benefits, 11 paid holidays, paid sick time, paid parental leave, 401(k) plan participation, life and disability insurance, and paid wellness time and reimbursements.

Reasonable Accommodation: Oscar applicants are considered solely based on their qualifications, without regard to applicant’s disability or need for accommodation. Any Oscar applicant who requires reasonable accommodations during the application process should contact the Oscar Benefits Team (accommodations@hioscar.com) to make the need for an accommodation known.

California Residents: For information about our collection, use, and disclosure of applicants’ personal information as well as applicants’ rights over their personal information, please see our Notice to Job Applicants.

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CEO of Oscar Health
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Average salary estimate

$124875 / YEARLY (est.)
min
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$108000K
$141750K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

What You Should Know About B2B Sales Executive, Oscar Health

At Oscar, we’re excited to welcome a passionate B2B Sales Executive to our dynamic +Oscar team! As a pioneering health insurance company born from a desire for a better healthcare experience, Oscar prioritizes technology and innovation in everything we do. In this remote role, you'll be the driving force behind our sales strategies, playing a crucial role in connecting healthcare providers and payors with our powerful platform. Your main focus will be on developing and implementing comprehensive sales plans that align with our enterprise goals while leading our efforts to engage potential clients by building strong relationships and maintaining a robust sales pipeline. You will also collaborate closely with marketing to inform materials that resonate with our clients' needs and preferences. With 10+ years of outside sales experience, particularly in a startup or healthcare tech environment, your expertise will be essential in analyzing market trends and refining strategies for a competitive edge. The ideal candidate thrives on challenge and displays strategic leadership to optimize cross-functional collaborations. We're all about fostering a supportive team culture, so whether you are in our offices in New York, Tempe, or Los Angeles, or working remotely, you will feel connected to our mission. Join us at Oscar and help redefine healthcare as we know it!

Frequently Asked Questions (FAQs) for B2B Sales Executive Role at Oscar Health
What are the key responsibilities of a B2B Sales Executive at Oscar?

As a B2B Sales Executive at Oscar, you will be responsible for driving national sales acceleration through strategic leadership, developing comprehensive sales strategies, and maintaining a robust sales pipeline. You'll engage with clients, transforming leads into valued partnerships, and align sales plans with company objectives.

Join Rise to see the full answer
What experience is required for the B2B Sales Executive role at Oscar?

Oscar is looking for candidates with 10+ years of outside sales experience, specifically within a startup or healthcare technology environment. Additionally, having 5+ years of experience in building relationships with business partners and 2+ years using SalesForce and productivity software is essential.

Join Rise to see the full answer
How does Oscar support the professional growth of its B2B Sales Executives?

At Oscar, we emphasize the growth of our B2B Sales Executives through collaborative efforts, training, and access to resources that enhance your sales skills. Your insights will also help shape our marketing materials and business strategies, giving you ample opportunities to advance in your career.

Join Rise to see the full answer
What is the work culture like for B2B Sales Executives at Oscar?

Oscar fosters a blended work culture combining remote and in-office collaboration. B2B Sales Executives are encouraged to connect with teammates, regardless of their work location, ensuring everyone's involvement in shaping our mission to redefine healthcare.

Join Rise to see the full answer
What benefits does Oscar offer to its B2B Sales Executives?

Along with a competitive salary, B2B Sales Executives at Oscar can expect comprehensive benefits, including medical, dental, and vision coverage, an unlimited vacation program, 401(k) participation, and more. We prioritize the well-being of our employees!

Join Rise to see the full answer
Common Interview Questions for B2B Sales Executive
Can you describe your experience in B2B sales?

When answering this question, elaborate on your previous roles, emphasizing your achievements, methodologies, and adaptability to different situations in B2B sales, particularly in healthcare or technology.

Join Rise to see the full answer
How do you manage and prioritize your sales pipeline?

Discuss techniques you use to organize your leads and deal stages, highlighting tools like SalesForce, and explain how you determine which prospects to prioritize based on potential value.

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What strategies do you use to build relationships with clients?

Describe your approach to relationship-building, including the importance of understanding client needs and providing tailored solutions, emphasizing collaboration and trust.

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How do you approach market research and competitive analysis?

Explain your process for identifying market trends and analyzing competitors, underscoring the significance of data-driven insights in informing your sales strategies.

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Describe a successful negotiation you've led in the past.

Use this opportunity to share a specific instance, detailing the strategies you employed to achieve a win-win outcome, and the lessons learned from that experience.

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How do you use technology to enhance your sales process?

Mention specific tools and technologies like CRM systems that you leverage to streamline your sales process, enhance productivity, and improve lead management.

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What is your process for handling objections from potential clients?

Describe your approach to objection handling, emphasizing your ability to listen actively, empathize with client concerns, and provide compelling counterarguments and solutions.

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How do you stay motivated during challenging sales periods?

Talk about strategies you implement to maintain motivation, such as setting small achievable goals, seeking feedback, and celebrating wins to keep your momentum alive.

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How do you ensure client satisfaction post-sale?

Discuss the importance of maintaining communication with clients after a sale, providing ongoing support, and ensuring they receive the full value of your service.

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What role does teamwork play in your sales approach?

Share how collaboration with other departments, like marketing or customer support, enhances your sales efforts, highlighting the significance of a unified approach to achieving success.

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Oscar Health is an American health insurance company headquartered in New York City. Through telemedicine, healthcare-focused technology interfaces, and clear claims pricing systems, the company focuses on the health insurance market.

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Full-time, remote
DATE POSTED
March 8, 2025

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