Senior Director, IT Strategy and Ecommerce

Trulieve•Tallahassee, FL

26d•Remote

About The Position

The IT Senior Director of Strategy and Ecommerce is a visionary leader responsible for shaping and executing the Trulieve technology strategic roadmap and overseeing the IT ecommerce department. This role combines high-level strategic vision with a willingness to dive into the details and actively participate in hands-on execution.

Requirements

Bachelor's degree in Business, Computer Science, Marketing, Information Technology, or a related field.
15-20 years of experience in technology leadership, with a strong background in product management, web and mobile product development, and cross-functional team management.
Proven track record of leading strategic planning and performance management in a matrixed organization.
Strong business acumen and ability to translate complex technical ecosystems into actionable strategies.
Experience in driving transformation and leading large-scale technical solutions.
Exceptional leadership, presentation and communication skills, with a track record of stakeholder management (c-suite) and team development.
Expertise in Agile product development frameworks and tools (e.g., Jira, Azure DevOps, Confluence).
Proven success launching and managing enterprise-scale digital products and platforms.
Familiarity with web and mobile product architecture, best practices, and standards.
Ability to thrive in fast-paced, dynamic environments with a focus on delivering measurable results.
Resilient, curious, and passionate about driving innovation and team success.
Comfortable navigating ambiguity and driving clarity in complex environments.

Nice To Haves

Advanced data analytics skills to inform strategy and user experience improvements.
Experience in highly regulated industries (e.g., cannabis, pharma, financial services).

Responsibilities

Guide and empower the Ecommerce team to deliver customer-first, performant, scalable, secure and first-to-market experiences.
Lead and implement agile product development methodologies and UI/UX best practices; foster an iterative approach to building new products and features.
Lead and collaborate with marketing, retail, operations, supply chain, data analytics, infrastructure, technology and other stakeholders to ensure new features/development are driven by insights and data - driving increased engagement, revenue, and/or optimization.
Ensure adherence to security, privacy, and regulatory and compliance requirements across all ecommerce and assigned platforms.
Set standards and frameworks to define, track, and communicate/report KPIs and success metrics.
Lead the creation, prioritization and execution of strategic and technology roadmaps for Ecommerce and other assigned platforms, ensuring alignment with organizational strategy and market opportunities.
Serve as the IT strategic lead for assigned initiatives that span across IT departments ensuring cohesive alignment with enterprise objectives.
Lead the creation, prioritization, and execution of strategic and technology roadmaps (with a focus on Ecommerce) to ensure cohesive alignment with organizational strategy, enterprise objectives, and market opportunities.
Monitor and report upon industry trends, competitive benchmarks, and emerging technologies to inform division strategic direction and innovation opportunities.
Partner with IT PMO, Delivery and IT Finance to lead strategic planning cycles including big room planning, annual budgeting, program intake, prioritization, resourcing and cross-functional alignment.
Manage contracts, budgets, vendor relationships, and resource allocation to support domain goals.
Identify and implement opportunities for process optimization and operational efficiency.
Other duties as assigned.