Account Executive

BIG HAPPY; Chicago (IL); Hybrid; USD 130,000 - 170,000; Full time

Benefits offered by this job

Salary + commission

Stock program

Health, dental, and vision benefits

Laptop provided (Mac or PC)

Job summary

Big Happy is seeking a high-energy Account Executive to drive new business growth and expand awareness of our proprietary ad platform for brands and independent media agencies. Reporting to the Regional Sales Manager, you will build and nurture a book of business, develop agency relationships, and support client growth.

This is an exciting opportunity for a seller with a few solid years of experience to advance within a high-performing team.

Qualifications

• Bachelor’s degree in Advertising, Marketing, Business, or related field.
• 2+ years of digital media sales experience with mobile/DOOH/programmatic focus.
• Proven track record in new business development and client relationship management.
• Strong consultative selling skills and understanding of the media ecosystem.

Responsibilities

• Proactive outreach and relationship-building with key brand and independent agency contacts.
• Own the full sales cycle from prospecting to closing with leadership support.
• Develop deep understanding of client needs to create tailored mobile media recommendations.
• Build a rich pipeline through proactive prospecting and outreach strategies.
• Collaborate with design, client services, and BI teams to ensure campaign success.
• Maintain organized pipeline and forecast; stay updated on market trends.

Skills

New business development

Relationship management

Digital media sales

Consultative selling

Campaign knowledge

Mobile/DOOH programmatic

Presentations to brands/agencies

Education

Bachelor’s degree in Advertising/Marketing/Business

Tools

Boostr

Google Workspace

Slack

ZOOM

Job description

Application Deadline

25 October 2026

Department

Sales

Location

Chicago

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.