Account Executive

Account Executive

Final date to receive applications: 2 October 2026

Department: Sales

Employment Type: Full Time

Location: Chicago

Reporting To: Head of Midwest Sales

Compensation: $130,000 - $170,000 / year

Big Happy is looking for a high-energy Account Executive to support new business growth and expand awareness of our proprietary ad platform to cutting-edge brands and independent media agencies. Reporting to the Regional Sales Manager, this role will be responsible for building and nurturing a book of business, developing new independent agency relationships, and supporting existing client growth. This is a great opportunity for a seller with a few solid years of experience who is ready to take the next step in their career within a high-performing, creative sales environment.

We are a team that thrives on individual ownership, collaborative thinking, and personal accountability. The ideal candidate is entrepreneurial, resourceful, and excited to grow within a rapidly scaling organization.

• Proactive outreach and relationship-building with key brand and independent agency contacts
• Proactively pursues new business development with a hunter mentality, identifying creative entry points into target accounts, maintaining disciplined follow-through, and taking ownership of pipeline growth independent of inbound lead flow.
• Own the full sales cycle from prospecting to closing, with support from leadership
• Develop a deep understanding of client needs and challenges to create tailored mobile media recommendations
• Contribute to building a rich pipeline through thoughtful prospecting and outreach strategies
• Collaborate with internal teams across design, client services, and business intelligence to ensure campaign success
• Maintain an organized and up-to-date pipeline and forecast
• Stay up to date on industry trends, client shifts, and new opportunities in the market
• Communicate learnings and client feedback back to the Regional Sales Manager and leadership team

• Bachelor’s degree in Advertising, Marketing, Business, or a related field
• 2+ years of experience in digital media sales, preferably with a focus on mobile, DOOH, creative tech, or programmatic
• Demonstrated success in new business development and client relationship management
• Solid understanding of the media ecosystem well enough to consult, not just pitch
• Understanding of agency holdcos, programmatic partners, and creative platforms
• Understands the buying ecosystem well enough to consult, not just pitch
• Excellent written and verbal communication skills, including comfort presenting to both brand and agency audiences
• Strong organizational and time management skills
• Familiarity with Boostr, Google Suite, Slack, ZOOM, and other general digital sales tools

• Competitive salary + commission
• Unlimited upside potential and the ability to grow quickly within the company
• Healthcare, Dental, and Vision benefits
• Big Happy-provided laptop (Mac or PC based on preference)
• Participation in Big Happy Stock Program
• Paid Parental Leave
• Team Happy camaraderie and encouragement every step of the way as we celebrate the wins and opportunities to fail fast and learn and continue on your upward trajectory in your career
• Ability to be yourself and be successful and valued for your contributions

Location: Chicago | Hybrid, 3 days in office

Total Compensation: $130,000 - $170,000. This is inclusive of base compensation and projected earned commissions.