Account Executive (Chicago-Based)

New York Post•Chicago, IL

1d•Remote

About The Position

Page Six is seeking a Chicago-based Account Executive to own and grow its Midwest advertising sales territory. The role develops and manages a regional book of business, builds strategic relationships with agencies and direct clients, identifies new opportunities, and grows advertising partnerships across digital, social, video, and branded content. The Account Executive manages the full sales cycle and regional revenue goals, partnering with sales leadership and internal teams to create customized, multi-platform advertising solutions. The position works remotely from the Chicago area, with occasional travel as needed.

Requirements

At least 5 years of experience in media sales, advertising sales, sales planning, or a related client-facing role.
Ability to independently manage a sales territory, develop client relationships, and drive revenue growth.
Experience working with agencies and direct clients in a major market.
Experience selling digital advertising solutions, sponsorships, and/or integrated media packages.
Entrepreneurial, self-directed approach and ability to identify opportunities and build a market autonomously.
Strong communication, negotiation, and presentation skills, with the ability to build lasting client relationships.
Strong organization, accountability, business development, and pipeline management skills.
Genuine interest in entertainment, celebrity news, and pop culture.

Nice To Haves

Familiarity with prospecting and research tools such as MediaRadar, Winmo, or similar platforms.
Online video sales experience.

Responsibilities

Independently own and grow the Midwest sales territory by developing and executing strategies to win new business and expand existing partnerships.
Identify, prospect, and convert new business opportunities while building a sustainable regional pipeline.
Manage the full sales cycle, including outreach, RFP responses, proposal development, pitching, negotiation, and closing.
Develop and maintain strategic relationships with agency partners and direct clients, serving as a trusted point of contact.
Collaborate with internal teams to develop customized advertising solutions that use Page Six’s multi-platform reach.
Deliver persuasive sales presentations tailored to client objectives and business needs.
Take ownership of regional revenue goals through pipeline management, account development, and consistent follow-through.
Monitor competitive activity, industry trends, and market opportunities to identify growth opportunities.
Provide exceptional client service and maintain strong communication and long-term partner satisfaction.