Enterprise Business Development Director

Enterprise Business Development Director

Location: Annapolis, MD. Salary: $189,950 - $268,900.

Seniority Level: Mid‑Senior level. Employment type: Full‑time. Job function: Business Development and Sales. Industries: Advertising Services.

About Flywheel

Flywheel’s suite of digital commerce solutions accelerates growth across all major digital marketplaces for the world’s leading brands. We give clients access to near real‑time performance measurement and improve sales, share, and profit. With teams across the Americas, Europe and APAC, we offer a career with real impact, endless growth opportunities and the support you need to be the best you can be.

Opportunity

Flywheel is seeking a dynamic, results‑driven Enterprise Business Development Director to join our North American New Business team. In this pivotal role, you’ll lead the charge in building transformative partnerships with some of the world’s most sophisticated brands, helping them realize their growth ambitions by leveraging Flywheel’s unique suite of solutions and services.

This role is ideal for an accomplished sales leader who is passionate about unlocking client success, thrives on engaging with C‑suite executives and excels at building go‑to‑market strategies that resonate with enterprise clients. You’ll be a key architect in expanding Flywheel’s reach, working cross‑functionally to create value‑driven solutions tailored to each partner’s strategic objectives.

What You’ll Do

• Drive Enterprise Growth: Own and exceed revenue targets within a defined territory of top‑tier brands, cultivating deep relationships with key decision‑makers and influencers.
• Strategic Prospecting: Proactively identify, qualify, and build a robust pipeline of new business opportunities with Fortune 500 and high‑growth enterprise clients.
• Complex Sales Leadership: Lead sophisticated, multi‑stakeholder sales cycles from initial engagement through to deal closure, navigating complex organizational structures and decision‑making processes.
• Consultative Partnership: Serve as a trusted advisor and subject‑matter expert, deeply understanding client growth strategies, opportunities, and industry trends to deliver tailored, high‑impact solutions.
• Go‑To‑Market Execution: Collaborate with pre‑sales, product marketing, and client services to design and execute comprehensive go‑to‑market strategies, compelling pitch decks and data‑driven business cases.
• Insightful Communication: Regularly deliver clear, actionable insights and recommendations to both internal and external stakeholders, leveraging your industry expertise and analytical acumen.
• Market Thought Leadership: Represent Flywheel at industry events, networking forums and client meetings, positioning the company as an indispensable growth partner.
• Data‑Driven Decision Making: Manage accurate pipeline, forecasting and reporting; use data analysis to inform strategies and optimize client outcomes.
• Team Collaboration: Work cross‑functionally to ensure seamless hand‑off and continued client success post‑sale, always advocating for the client’s best interests.

Who You Are

• Proven Enterprise Sales Leader: 7+ years’ experience selling mid‑market or enterprise solutions to large organizations, with a strong track record of exceeding ambitious sales targets (retail media/CPG experience a plus).
• C‑Suite Relationship Builder: Skilled at engaging with executives and senior stakeholders, establishing trust, and guiding complex, consultative sales processes.
• Industry Expert: Deep understanding of industry trends, market dynamics, and the evolving needs of sophisticated brands in North America.
• Strategic & Analytical: Adept at building go‑to‑market strategies, extracting insights from data (Excel proficiency required), and translating macro trends into actionable client recommendations.
• Strong Business Acumen: Commercially savvy with a solutions‑oriented mindset; able to understand client business models and articulate Flywheel’s differentiated value.
• Exceptional Communicator: Persuasive, articulate, and comfortable presenting to senior audiences; adept at crafting compelling narratives and business cases.
• Entrepreneurial & Driven: Proactive, resilient, and comfortable navigating ambiguity; eager to roll up your sleeves and go the extra mile to deliver results.
• Organized & Detail‑Oriented: Demonstrates strong project management and prioritization skills, with an unwavering attention to detail and accountability for results.
• Collaborative Team Player: Values teamwork and partnership, with a genuine desire to contribute to Flywheel’s broader mission and success.
• Passionate About Client Success: Motivated by helping the world’s best brands unlock new growth opportunities with Flywheel.
• Willing to Travel: Able to travel as needed to meet with clients, attend industry events and drive business development initiatives.

Working at Flywheel

• Office hubs across the globe with flexible vacation time, great learning and development opportunities, and benefits that help you live your best life.
• Parental leave and benefits.
• Volunteering opportunities.
• Employee Resource Groups (ERG) to support inclusion and identity.
• Background check required for the hired candidate.
• Learn more about us: Life at Flywheel.

Interview Process

Every role starts with an introductory call with someone from our Talent Acquisition team to assess company and values fit as well as your professional experience. Further steps may include meetings with team members, skill assessments such as a take‑home assignment or case study presentation, or pair programming/live coding exercises depending on the role. In your initial call, we’ll walk you through exactly what to expect the process to be.

Inclusive Workforce

Flywheel Commerce Network’s goal is to create a culture where all individuals of all backgrounds feel comfortable bringing their authentic selves to work. We want all people to feel included and empowered to contribute fully to our vision and goals. Flywheel Commerce Network is an Equal Opportunity Employer and participates in E‑Verify. All applicants will receive fair consideration for employment. We do not discriminate based upon race, color, religion, sex, sexual orientation, age, marital status, gender identity, national origin, disability or any other applicable legally protected characteristics in the location in which the candidate is applying.

If you have any accessibility requirements, please let us know at View email address on us.fitly.work so that we can support you.

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IMPORTANT ALERT

Please beware of fraudulent job communications from individuals falsely claiming to be from Flywheel. We've identified fraudulent activity through social media and messaging services purporting to be from Flywheel requesting payments for job‑ and recruitment‑related expenses. Flywheel never asks candidates for personal information such as bank account data or tax IDs nor payments via social media or chat‑based applications. Report suspected fraud to local authorities immediately. To learn more, click here.

We do not accept unsolicited resumes from third‑party recruitment firms.