Director, Delivery Lead 2, Marketing Services

Ohiox - Boston, MA

Full-time - Director

Remote - Boston, MA

About the position

As a Director, Delivery Lead 2 at WillowTree, you will play a pivotal role in bridging marketing strategy with technology to ensure successful project and client outcomes. This position requires a strong player/coach who possesses technical acumen, strategic thinking, and exceptional leadership skills, working closely with engineering, design, strategy, and growth marketing directors.

Responsibilities

• Lead and execute complex digital projects that integrate marketing strategy with technology, including enterprise web solutions, e-commerce platforms, marketing automation systems, and Customer Data Platforms (CDPs).
• Apply Agile and software development principles to delivery execution, coaching teams and influencing stakeholders to ensure project success.
• Proactively identify and mitigate risks that could impact delivery, assessing their level of impact and leading remediation efforts.
• Manage scope effectively, translating high-level requirements into discrete work items while maintaining alignment with business and user needs.
• Create a collaborative, psychologically safe team environment that encourages equal participation, celebrates diverse perspectives, and promotes group problem-solving.
• Develop and articulate comprehensive project plans and goals, ensuring alignment across teams and driving seamless implementation.
• Track budget burn rates and forecast staffing needs, optimizing resource allocation and minimizing budget underruns.
• Identify and pursue extension and expansion opportunities by developing a deep understanding of client business needs, user requirements, and industry trends.
• Contribute to account strategy by developing relationships with key stakeholders and participating in account planning activities.
• Conduct regular client visits (up to 20% of the time) during high-impact project milestones to ensure alignment and address emerging issues.

Requirements

• 7+ years of experience in the software development industry, with a focus on project/program leadership roles.
• Proven track record of leading large-scale digital projects from discovery through UX design, implementation, and deployment.
• Strong knowledge of UX/UI principles, web development processes, and digital marketing technologies.
• Demonstrated ability to manage complex marketing strategy and software projects with multiple executive stakeholders.
• Excellent communication skills, with the ability to tailor messaging to diverse audiences and deliver compelling presentations.
• Experience in applying various project management frameworks (Agile, Scrum, Kanban, etc.) and adapting to different delivery environments.
• Skilled in facilitating working sessions with client stakeholders and internal teams, driving collaboration and innovation.
• Ability to simplify complex ideas, manage ambiguity, and maintain clarity across teams and clients.
• Proven track record as a mentor and leader, fostering an inclusive environment for idea sharing and team growth.
• Experience in proactive risk and issue identification, assessment, and remediation.
• Strong scope management and negotiation skills, with the ability to prioritize and adjust project elements as needed.

Nice-to-haves

• Professional experience as a Project/Product Manager and/or Scrum Master at a major technology consultancy or agency.
• Experience with enterprise content management system implementations.
• Familiarity with marketing automation and customer engagement platforms.
• Strong understanding of digital marketing principles, strategies, and tactics.
• Experience managing distributed project teams and remote work environments.
• Track record of contributing to account planning and growth activities.
• Experience managing projects for executive-level client partners.
• Relevant certifications: CSM, CSPO, PMP, SAFe Agilist, etc.
• Demonstrated contribution to broader discipline initiatives.
• Proactive pursuit of personal growth and skill acquisition through available learning opportunities.

Benefits

• Inclusive work environment that values diversity and encourages personal growth.
• Opportunities for professional development and skill acquisition.