Senior Director, Marketing Technology

Trulieve•Tallahassee, FL

2d•Remote

About The Position

Trulieve is seeking a Senior Director of Marketing Transformation & Operations to lead the vision, strategy, and execution of our enterprise marketing technology ecosystem. This role will serve as the bridge between Marketing, Technology, Data, Product, and Retail Operations to drive digital transformation initiatives that improve customer experience, operational efficiency, and marketing effectiveness at scale. In addition, this role will own the end-to-end workflow infrastructure, including architecting smarter processes, accelerating throughput, and embedding AI-enabled personalization capabilities into the fabric of how our marketing organization works. This individual will also own customer experience insights from Medallia and Google. The ideal candidate is equal parts strategist, operator, architect, and change leader. They possess deep experience building marketing technology roadmaps, leading enterprise platform implementations, managing vendor partnerships, enabling AI-driven capabilities, and driving organization-wide adoption of new technologies. This leader will be responsible for shaping the future-state marketing architecture that supports Trulieve's continued growth, modernization, and customer-centric transformation.

Requirements

15+ years of experience in Marketing Technology, Digital Transformation, Enterprise Platforms, or related disciplines.
5+ years leading enterprise-scale marketing technology teams.
Proven track record implementing and optimizing marketing technology ecosystems.
Experience managing large budgets, vendor relationships, and technology contracts.
Strong understanding of customer data platforms (CDP), CRM, marketing automation, analytics, CMS, personalization, loyalty, and digital commerce ecosystems.
Experience leading cross-functional teams through organizational and technology change.
Exceptional communication and executive presentation skills.

Nice To Haves

Experience with Adobe Experience Cloud, SAP, AEM, EDS, CDP, AJO, ACO, SEO, GEO or similar enterprise platforms (Salesforce, Braze, Segment, Amperity, Tealium, Bloomreach, etc.)
Experience leading AI and automation initiatives across marketing organizations.
Background in retail, consumer packaged goods, healthcare, or highly regulated industries.
MBA or advanced degree. Not required based on experience.

Responsibilities

Define and maintain the enterprise marketing technology vision and multi-year roadmap.
Evaluate current-state capabilities, gaps, and opportunities across marketing platforms and workflows.
Prioritize technology investments that improve customer acquisition, personalization, retention, and operational efficiency.
Align technology initiatives with business objectives and marketing growth strategies.
Lead large-scale digital transformation initiatives across Marketing, Digital, Data, and Technology teams.
Establish governance frameworks and operating models supporting long-term scalability.
Own and evolve Monday.com as the organization’s workflow management platform; including board architecture, automation rules, dependency mapping, and integrating with adjacent tools.
Identify bottlenecks in the 4,000+ monthly asset pipeline and design scalable solutions that reduce cycle time without sacrificing quality.
Identify and implement AI-driven solutions that increase productivity, content velocity, personalization, and business intelligence.
Drive enterprise modernization efforts, including platform consolidation, process optimization, and capability expansion.
Evaluate emerging technologies and recommend future-state capabilities.
Lead the integration strategy across key platforms including CDP (CRM), Rewards/Loyalty, eCommerce, CMS, Mobile, Analytics, DAM, PIM, and Marketing Automation.
Ensure scalable, secure, and compliant data flows across the organization for both medical and recreational markets.
Own vendor evaluation, selection, contract negotiations, renewals, and ongoing performance management.
Develop business cases and ROI frameworks for technology investments.
Ensure vendors deliver against contractual obligations, timelines, and business outcomes.
Drive platform adoption across marketing and cross-functional teams.
Develop change management strategies, training programs, communication plans, and success metrics.
Establish scalable processes that maximize utilization and business value.
Own the insights pulled from customer experience platforms like Medallia, Google reviews, Yelp, Weedmaps, to capture, share and capitalize on the voice of the patient/customer.