Midwest Entertainment Ad Sales Executive (Remote)

New York Post Group

Chicago (IL)

Remote

USD 90,000 - 110,000

Full time

2 days ago
Be an early applicant

A complete application in a minute

Tailored resume and cover letter, ready to send.

Get past ATS filters

Job summary

Page Six, a leading entertainment news brand, is seeking a Chicago-based Account Executive to own the Midwest market. You’ll drive revenue as an experienced media seller, managing a regional book and building strong agency and direct client relationships from a remote Chicago-area base.

You’ll collaborate with sales leadership and internal teams to craft multi‑platform advertising solutions across digital, social, video, and branded content, while maintaining an entrepreneurial and

Qualifications

  • 5+ years of media or advertising sales experience.
  • Proven ability to independently manage a sales territory and drive revenue.
  • Experience selling to agencies and direct clients in a major market.
  • Proven track record in digital advertising solutions and sponsorships.
  • Familiarity with MediaRadar or Winmo.
  • Entrepreneurial and self-directed with strong communication.

Responsibilities

  • Independently own and grow the Midwest sales territory and set strategies.
  • Identify and convert new business opportunities with regional pipeline.
  • Manage full sales cycle: outreach, RFP responses, proposals, pitches, negotiations, closing.
  • Develop and maintain strategic relationships with agencies and direct clients.
  • Collaborate with internal teams to craft customized, multi-platform ads.
  • Deliver polished presentations aligned with client objectives.
  • Own regional revenue goals with proactive pipeline management.
  • Monitor market trends to identify growth opportunities.
  • Provide exceptional client service and sustain long-term partnerships.

Skills

Media sales
Territory management
Agency & direct sales
Digital advertising
Entrepreneurial mindset
Negotiation & presentation
Entertainment interest

Tools

MediaRadar
Winmo

Job description

Page Six, a leading entertainment news brand, is seeking a Chicago-based Account Executive to own the Midwest market. You’ll drive revenue as an experienced media seller, managing a regional book and building strong agency and direct client relationships from a remote Chicago-area base.

You’ll collaborate with sales leadership and internal teams to craft multi‑platform advertising solutions across digital, social, video, and branded content, while maintaining an entrepreneurial and

Get your free, confidential resume review.

or drag and drop your file here.

Similar jobs

Similar jobs worth comparing

Midwest Entertainment Ad Sales Exec
Midwest Entertainment Ad Sales Exec

Dow Jones • Chicago (IL)

Remote
USD 90,000 - 110,000
Remote Chicago Entertainment Ad Sales Exec
Remote Chicago Entertainment Ad Sales Exec

Page Six • Chicago (IL)

Remote
USD 90,000 - 110,000
Remote Midwest Entertainment Ad Sales Lead
Remote Midwest Entertainment Ad Sales Lead

News Corp • Chicago (IL)

Remote
USD 90,000 - 110,000
Remote Midwest Entertainment Ad Exec
Remote Midwest Entertainment Ad Exec

New York Post Group • United States

Remote
USD 90,000 - 110,000
Health benefits
Retirement plan
Wellbeing program
Page Six Account Executive
Page Six Account Executive

Page Six • Chicago (IL)

Remote
USD 90,000 - 110,000
Senior Account Executive, Regional Media — Remote & Travel
Senior Account Executive, Regional Media — Remote & Travel

Diversified • Chicago (IL)

Remote
USD 90,000 - 120,000
Multiple medical plan options
401k with Employer Match
Paid Time Off
Account Executive, Digital Media
Account Executive, Digital Media

Brett Fisher Group, LLC • Chicago (IL)

On-site
USD 60,000 - 80,000
Account Executive (Chicago-Based)
Account Executive (Chicago-Based)

New York Post • Chicago (IL)

Remote
USD 90,000 - 110,000
Account Executive (Chicago-Based)
Account Executive (Chicago-Based)

New York Post • United States

Remote
USD 90,000 - 110,000
Health benefits
Retirement plan
Wellbeing program
Midwest Sales Director — Programmatic Ad Tech Growth
Midwest Sales Director — Programmatic Ad Tech Growth

Media.net • Chicago (IL)

On-site
USD 140,000 - 220,000