Account Executive

Account Executive
Application Deadline: 2 October 2026

Department: Sales

Employment Type: Full Time

Location: Chicago

Reporting To: Head of Midwest Sales

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

Description
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.

Key Responsibilities

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

Skills, Knowledge and Expertise

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

Benefits

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.

#J-18808-Ljbffr