Senior Sales Executive, Health, Medicare & Life

Powering Performance Marketplaces in Digital Media

the company is a pioneer in powering decentralized online marketplaces that match searchers and “research and compare” consumers with brands. We run these virtual- and private-label marketplaces in one of the nation’s largest media networks.

Our industry leading segmentation and AI-driven matching technologies help consumers find better solutions and brands faster. They allow brands to target and reach in-market customer prospects with pinpoint segment-by-segment accuracy, and to pay only for performance results.

Our campaign-results-driven matching decision engines and optimization algorithms are built from over 20 years and billions of dollars of online media experience.

We believe in:

• The direct measurability of digital media.
• Performance marketing. (We pioneered it.)
• The advantages of technology.

We bring all this together to deliver truly great results for consumers and brands in the world’s biggest channel.

Job Category
We are seeking a seasoned industry professional to join our team as Senior Sales Executive, Health, Medicare & Life, focused on expanding our partnerships within the Life, Health, Medicare, and Property & Casualty insurance industries. This senior-level role will be dedicated to business development—owning the full advertiser sales cycle from prospecting through deal close—while helping define and execute the broader sales strategy in a fast-moving and competitive landscape.

The ideal candidate brings a deep network of insurance contacts, particularly in Life, Health, Medicare, Auto, and Home, Commercial, and has a proven track record of strategic deal-making, contract negotiation, and performance marketing. This is a high-impact role suited for a consultative seller with strong business acumen and a passion for building long-term partnerships.

Responsibilities

• Collaborate with the GMs of Life, Health, Medicare, Auto, Home, and Commercial to define and drive the vertical’s partnership and sales strategy
• Own the full sales cycle: prospecting, proposal development, presentations, contract negotiations, and deal execution
• Build and maintain a robust pipeline of advertiser opportunities, maintaining accurate forecasts and CRM records
• Deliver best-in-class communication and support to partners, positioning yourself as a trusted advisor
• Negotiate complex deals, manage contract redlines, and ensure a high-quality and timely execution process
• Work closely with Account Management to ensure a smooth handoff and long-term client success
• Partner with the Creative team to prepare compelling marketing and pitch decks
• Provide market feedback and industry insights to internal teams to help shape our offerings
• Travel up to 20–30% to attend industry events and meet with clients

Requirements

• 5+ years of experience in business development or advertiser sales, with a focus on closing large strategic deals
• Proven background and existing network in Life, Health, Medicare, or P&C Insurance is strongly preferred
• Strong understanding of performance marketing models (e.g., clicks, leads, calls)
• Consistent track record of meeting or exceeding revenue goals
• Skilled in consultative sales, identifying client pain points and delivering tailored solutions
• Extensive experience negotiating complex contract terms and leading redlines processes
• Executive presence and confidence communicating with senior stakeholders
• Exceptional presentation, writing, and interpersonal communication skills
• Proficient in Salesforce, Excel, PowerPoint, and other relevant tools
• Passion for growth, partnerships, and high performance 

The expected salary range for this position is $120,000 USD to $150,000 USD annually. This salary range is an estimate, and the actual salary may vary based on the Company’s compensation practices. The salary may be adjusted based on applicant's geographic location. The position is also eligible to receive performance bonus or commission and equity in the form of restricted stock units. This position is eligible to participate in the Company’s standard employee benefits programs, which currently include health care benefits; (2) retirement benefits; (3) the amount of paid days off (paid sick leave, parental leave, paid time off, or vacation benefits); (4) any other tax-reportable benefits.

#LI-REMOTE

the company is an equal opportunity employer. We do not discriminate on the basis of race, color, religion, national origin, pregnancy status, sex, age, marital status, disability, sexual orientation, gender identity or any other characteristics protected by law.

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