Senior Sales Executive, Health, Medicare & Life

Remote from: USA
Salary, yearly, USD: 120,000 - 150,000
Department: Sales
Employment type: Full Time,
Job posted: 26 Jun 2026
Apply before: 26 Jul 2026
Experience level: Senior
Views / Applies: 27 / 10

About company

About QuinStreet

Connecting businesses and consumers through performance marketing and decentralized online marketplaces.

Marketing & Advertising
1999

Actively Hiring

AI Summary

QuinStreet is seeking a Senior Sales Executive to drive business development in the Health, Medicare, and Life insurance verticals. The role involves owning the full sales cycle, from prospecting to deal closure, and collaborating with general managers to define sales strategy. Candidates should have 5+ years of experience in advertiser sales with a strong network in the insurance industry. The position offers a competitive salary and the opportunity to work in a fast-paced, performance-driven environment.

Role DNA

Job Complexity

Easy Hard

Pace & Pressure

Relaxed Fast-paced

Autonomy Level

Guided Full Ownership

Communication Load

Independent Highly Collaborative

AI Insight Requires 5+ years of experience, a deep insurance network, and proven strategic deal-making skills, making it challenging but achievable for seasoned professionals.

Salary Analysis

AI Insight The offered salary of $135,000 median is competitive for a senior sales executive in insurance, aligning well with market rates for similar roles.

Key Skills

Business Development Sales Insurance Medicare Life Insurance Health Insurance Performance Marketing Contract Negotiation CRM Strategic Partnerships

Cover Letter Sample

Dear Hiring Manager,

I am writing to express my strong interest in the Senior Sales Executive position at QuinStreet. With over 5 years of experience in business development within the insurance industry, I have a proven track record of closing strategic deals and building long-term partnerships. My deep network in Life, Health, Medicare, and P&C insurance, combined with my expertise in performance marketing, makes me an ideal fit for this role.

I am excited about the opportunity to drive the partnership and sales strategy for QuinStreet's health and insurance vertical. I look forward to contributing to your team's success.

Sincerely, [Your Name]

Possible Interview Questions

Can you describe your experience in the insurance industry, particularly with Life, Health, and Medicare products?

I have over 6 years of experience in the insurance sector, specializing in Life, Health, and Medicare. I have built a robust network of contacts and have consistently exceeded revenue targets by leveraging my understanding of the industry's unique challenges and opportunities.

How do you approach the full sales cycle from prospecting to closing?

I start by identifying high-potential prospects through market research and leveraging my network. I then customize my pitch to address their specific pain points, using consultative selling. Throughout the process, I maintain clear communication and negotiate terms that benefit both parties, ensuring a smooth close.

Describe a complex deal you negotiated. What was the outcome?

I once negotiated a multi-year partnership with a major health insurance carrier. The deal involved complex contract terms and multiple stakeholders. By focusing on shared goals and maintaining transparency, we secured a $5M annual contract that expanded into additional lines of business.

How do you stay updated on industry trends and competitor activities?

I regularly attend industry conferences, subscribe to key publications, and participate in professional networks. Additionally, I use tools like Salesforce to track competitor moves and adjust our strategy accordingly.

How would you collaborate with internal teams like Account Management and Creative to ensure client success?

I believe in early and frequent communication. I would involve Account Management during the proposal phase to ensure a seamless handoff, and work with Creative on compelling pitch materials. Regular sync meetings help align all teams on client goals and timelines.

Powering Performance Marketplaces in Digital Media

QuinStreet 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

QuinStreet 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.

Please see QuinStreet’s Employee Privacy Notice here.

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