Account Executive
$120,000 - $140,000/year
8 Oct 2025
Chicago, IL, USA
Verified by Turrior
Content + Source + Freshness • 12 Dec 2025 • 95% confidence
78 / 100
Offer value
High value due to attractive compensation and the opportunity to work with major brands in the sports industry.
- Strong compensation package for proven sales professionals
- Chance to work with influential brands in sports advertising
- Vibrant company focused on digital content
Pros
- Competitive salary with performance incentives
- Collaboration with Fortune 500 companies and agencies
- Opportunity to influence advertising in the sports sector
Cons
- High expectations for sales performance
- Requires established relationships, which may limit new entrants
- Fast-paced environment may not suit everyone
Who it's for
Mid-level • In-person in Chicago
Good fit
- Sales professionals with a connection to sports
- Individuals experienced in media sales with established networks
- Candidates seeking roles in dynamic startup environments
Not recommended for
- Newcomers without relevant sales experience
- Individuals who do not engage with sports
- Those looking for predictable work hours
Motivation fit
Desire to thrive in a competitive sales environmentInterest in sports and engaging with major brandsWillingness to invest in developing client relationships
Key skills
Digital media sales experienceStrong networking and relationship managementCreativity in creating compelling presentationsUnderstanding of sports marketing trends
Score: 78/100 AI verified analysis
About the job
OVERTIME is seeking an Account Executive to develop and propel our business with advertisers and their agencies in the Midwest region, specifically the Chicago metropolitan area. If you love sports or content and have relevant sales experience, a strong track record, and solid client relationships; we'd love to hear from you!
What you’ll do:
- Establish a collaborative business relationship between Overtime and Fortune 500 companies in the region and their marketing agencies
- Create consultative sales presentations to demonstrate how Overtime custom content and advertising products can be leveraged to connect with consumers
- Help advertisers build and execute effective campaigns, measure results, and renew / up-sell to drive revenue growth
- Thought leadership – immerse yourself in the evolving new media landscape, and adapting to Overtime's ongoing product developments
Who you are:
- 3+ years of experience in digital media sales, working with Fortune 500 companies and advertising agencies in the region
- Established relationships with marketing decision-makers at companies and agencies
- A track record demonstrating an ability to develop and grow a book of business
- Ability to work independently and in a fast-paced, dynamic start-up environment
- Excellent communication and presentation skills
- Deep understanding of modern publishing and the social media landscape, and opportunities for marketers
- Vertical experience a plus - particularly in entertainment, technology, finance, travel, QSR, and consumer packaged goods
- Aptitude, creativity, and a preference for working in small, collaborative teams
- A passion for Overtime and our mission
- BA / BS degree
Overtime expects the base salary for this position to be in the $120-140K USD range, plus a sales incentive plan, medical benefits and stock options in the company.
