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Field Sales Executive - Chicago Territory

PlaybookChicago, ILApril 12th, 2026
Company Mission At Playbook we believe that everyone deserves the ability to get ahead with incredible sports & academic programs. Through our best in class technology and integrated platform services we are revolutionizing the way that sports, education, and activity entrepreneurs launch and manage programs for students and communities across the world. We have an amazing list of customers and partners including professional sports teams, fortune 500 companies, and 100's of leading sports and activity organizations across the country. About the position: This is a full-time remote role for a Field Sales Executive at Playbook Sports. The Field Sales Executive will be responsible for engaging with schools and athletics organizations to promote and sell our programs and solutions, build and maintain client relationships, and meet sales targets. This role involves daily outreach, client meetings, sales presentations, and collaboration with the marketing team to drive revenue growth. Qualifications Sales, Communication, and Negotiation skills Experience in B2B sales and customer relationship management Knowledge of the sports industry and athletics programs Goal-oriented and self-motivated with a proven track record in sales Ability to work independently and remotely Excellent presentation and interpersonal skills Strong organizational and time management skills Bachelor's degree in Business, Marketing, Sports Management, or related field Job Type: Full-time Pay: Up to $100,000.00 per year Benefits: 401(k) Health insurance Paid time off Schedule: 10 hour shift 8 hour shift Monday to Friday Location: Chicago, IL (Required) Work Location: Remote