Head of Marketing

JOB PROFILE SUMMARY

The Head of Marketing is a critical leadership role responsible for defining, aligning, and executing the marketing strategy across three key business lines: a new healthcare marketplace, brokerage/agency, and consumer education/lead gen engine.

The Head of Marketing will help build a leading marketing organization for a rapidly-scaling business with aggressive growth goals that combines AI, technology, and insurance expertise into a national healthcare marketplace for consumers and employers to buy and sell health insurance and other health products.

This role will collaborate closely with the SBG President, SBG ELT and Oscar Health’s Marketing Leadership to shape the overall go-to-market strategy, brand equity, pricing, and new market entry plans for each core business line – ensuring a predictable, high-quality revenue pipeline across both B2B and B2C channels.

The role reports into the SB Group President and will be the ultimate owner of SB Group’s market-facing strategy, leveraging deep industry knowledge in the health and ancillary insurance landscape. This role requires an experienced leader who can blend strategic vision with operational leadership to scale the marketing function and drive measurable business impact.

PRIMARY DUTIES AND RESPONSIBILITIES

Executive Strategy & Enterprise Leadership

• Define and execute a comprehensive marketing strategy that directly aligns with and informs the company's corporate objectives for sales growth, retention, and superior agent and consumer experience across both the agency and platform business.
• Drive critical, company-wide marketing projects by leading cross-functional alignment and execution, ensuring deliverables support growth goals.
• Collaborate closely with the SBG President, SBG ELT and Oscar Health’s VP of Marketing to shape the overall go-to-market strategy, pricing, and new market entry plans for the agency and platform business.
• Serve as a core member of the Executive Leadership Team (ELT), contributing to major business decisions, corporate strategy, and cross-functional initiatives.
• Ensure market differentiation and consistency across all internal and external touchpoints in line with corporate brand evolution, narrative, and value proposition.

Growth, Performance & Data

• Own the accountability for marketing's contribution to revenue growth goals and lead generation across B2B and B2C channels, establishing clear KPIs (e.g., CAC, LTV, ROI) for the agency and platform businesses.
• Oversee and optimize the entire demand generation engine, ensuring predictable pipeline velocity through strategic leadership of paid digital (SEM, social, display), email, SMS, and direct mail channels.
• Direct the function of analysis for marketing, revenue, and market data, translating complex insights into strategies and actionable investment recommendations for leadership.
• Manage, allocate, and track the annual marketing budget and business cases, ensuring maximum strategic impact and a demonstrable return on investments. 
• Establish and monitor enterprise, agency and platform-level KPI's across all channels to produce strategic quarterly reports and guide executive decisions on resource prioritization.

Team Leadership & Organizational Development

• Lead, mentor, and scale a high-performing marketing organization, including establishing the vision and operational standards for the team.
• Lead the alignment with the Product and Technology teams, synchronizing the product roadmap with the marketing campaign calendar and developing systems to streamline product documentation and change communication.

Regulatory Compliance & Brand Oversight

• Serve as the final approver and organizational gatekeeper for all marketing materials and collateral, ensuring absolute compliance with direct response best practices, corporate brand guidelines, and strict industry regulations (e.g., CMS advertising guidelines, state legal requirements).
• Maintain and deepen a strong working partnership with Legal & Compliance stakeholders to proactively navigate the highly regulated health and ancillary insurance landscape.
• Direct the content and communication strategy to position the company as a trusted, compliant, and authoritative leader in the sector.

REQUIRED EXPERIENCE AND QUALIFICATIONS

• Executive Experience: 10+ years of progressive marketing leadership experience, with at least 3-5 years of experience developing and driving strategy in leadership role.
• Industry Expertise: Deep and demonstrated experience in the healthcare, health insurance, or ancillary insurance sector is highly preferred, with a strong, proven understanding of relevant regulations and compliance standards.
• Growth & Analytics: Proven track record of successfully scaling revenue and managing multi-million dollar performance marketing budgets to achieve measurable business outcomes and high ROI.
• Leadership & Management: Demonstrated ability to lead, manage, and scale a strategic marketing team (4+ direct reports), fostering professional growth and high performance.
• Omni-Channel Proficiency: Mastery in developing and executing integrated omni-channel B2B and B2C marketing strategies (Paid Digital, Direct Mail, Email Automation, Content, Web Optimization).
• Bachelor’s degree in Marketing, Business Administration, Data Analytics, or a related field required. MBA or a relevant advanced degree is strongly preferred.

PAY TRANSPARENCY

This role can be based remotely or out of the St. Louis Park MN office or the Tampa, FL office. The base pay for this role is: $184,000 - $241,500 per year. You are also eligible for employee benefits like medical, dental, vision, life, and participation in the company 401(k) plan. Final offer amounts, within the base pay set forth above, are determined by factors including your relevant skills, education, and experience.

SUPERVISORY RESPONSIBILITIES

Direct management of 3 - 5 marketing professionals, with potential to scale.

CERTIFICATES, LICENSES, REGISTRATION

None 

 PHYSICAL DEMANDS 

The physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job. Reasonable accommodation may be made to enable individuals with disabilities to perform the essential functions.

• Small Motor Skills: Picking, pinching, typing or otherwise working primarily with fingers rather than with whole hand or arm, as in handling.
• Speaking: Expressing or exchanging ideas by means of spoken word. Those activities in which require detailed or important spoken instructions must be conveyed to other workers accurately and quickly.
• Hearing: Ability to receive detailed information through oral communication with or without correction.
• Repetitive Motion: Substantial movement (motions) of the wrist, hands, and fingers.

WORK ENVIRONMENT

This work-from-home option job provides the opportunity to gain knowledge while collaborating with co-workers while also considering a life work balance.

The work environment characteristics described here are representative of those an employee encounters while performing the essential functions of this job. Reasonable accommodation may be made to enable individuals with disabilities to perform the essential functions.

Normal office environment with controlled temperature.

ADDITIONAL REQUIREMENTS

The company reserves the right to determine if this position will be assigned to work on-site, remotely, or a combination of both. Assigned work location may change. In the case of remote work, physical presence in the office/on-site may be required to engage in face-to-face interaction and coordination of work among co-workers.