Account Executive

Legacy.com • Chicago, IL

5d • $75,000 - $125,000 • Hybrid

About The Position

Legacy is seeking a persistent, high-output Account Executive to drive digital advertising revenue across obituary content, memorialization products, and high-intent audience segments. This is not an order-taker role. You will build a pipeline of close strategic partnerships, and unlock new revenue streams across direct brands, agencies, and custom innovative integrations. You’ll sell to decision-makers, structure smart deals, and push opportunities across the finish line. We’re a category-leading publisher reaching millions of users each month. Your job is simple: turn that scale and into sales. If you thrive in performance-driven environments, know how to turn opportunities into sales, and want real upside tied to results, this role is for you! Company Overview Legacy.com is the place where life stories live on. We are the global leader in online memorial tributes; a top-50 news website in the United States, and a destination for over 40 million unique visitors each month. Founded in 1998, Legacy.com is honored to help consumers express condolences, share direct support for families, and celebrate the people who have touched their lives. Legacy delivers its community-targeted content daily via 8,500 local media and funeral home partners. We continue to broaden our offerings in our mission to help people seeking information and guidance on all aspects of end-of-life. Our vision is to become the full-service end-of-life and memorialization destination.

Requirements

• 5-7+ years of experience in digital advertising sales, publisher sales, or ad-tech revenue leadership.
• Proven track record of exceeding revenue targets in a high-volume or premium publisher environment.
• Familiarity with programmatic advertising.
• Experience selling to mid-market and enterprise advertisers and agencies.
• Strong management skills with experience leading or growing a sales organization.
• Excellent negotiation, communication, and relationship-building abilities.

Nice To Haves

• Experience in a niche or high-intent audience vertical (e.g., life stages, seniors, financial services).
• Familiarity with obituary, memorialization, or online publishing environments.
• Strong analytical skills and comfort with data-driven decision-making.
• Background in branded content, partnerships, or native advertising.

Responsibilities

• Revenue Strategy & Growth Own the annual advertising revenue plan, including direct-sold sponsorships and custom solutions.
• Identify and capitalize on new revenue opportunities aligned with advertiser demand (e.g., insurance, financial planning, healthcare, senior services).
• Develop and execute strategies to increase yield across multiple formats and platforms.
• Client & Agency Development Develop deep relationships with major advertisers, agencies, charities and other areas of opportunity.
• Lead high-level negotiations for multi-channel partnerships, including branded content, native ads, email sponsorships, and custom integrations.
• Represent Legacy.com at industry events, conferences, and meetings with C-level stakeholders.
• Product & Partnership Collaboration Collaborate with product, engineering, and design teams to develop new ad units, premium ad experiences, and sponsorship offerings.
• Partner with editorial and marketing teams on brand-safe, high-quality integrations and storytelling opportunities.
• Collaborate with data teams to enhance audience segmentation, targeting, and first-party data strategies.
• Operational Excellence Oversee pipeline management, forecasting accuracy, reporting, and CRM discipline.
• Ensure quality ad delivery and campaign performance in partnership with Ad Ops.
• Coordinate with finance on pricing, billing, and revenue recognition.

Benefits

• Legacy.com offers a very generous and comprehensive benefits package, including:
• Medical, Dental, and Vision Insurance
• Health Savings Accounts and Flexible Spending Account options with generous employer contributions (based on plan selection)
• Basic Life and Supplemental Life insurance
• Disability Insurance
• Voluntary Supplemental Benefits (Hospital Indemnity, Accident, Critical Illness)
• Flexible Paid Time Off
• 401k plan with discretionary employer match
• Paid Medical and Parental Leave

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed