Join Trulieve – Where Passion Meets Purpose
If you're interested in being part of one of the nation's fastest-growing industries, Trulieve may be the perfect place for you. We are proud to be recognized on TIME's America's Best Companies 2026 List, an honor awarded to top-performing U.S. organizations based on employee satisfaction, financial strength, and sustainability transparency. Trulieve was one of only two cannabis companies to receive this distinction.
If you have passion for helping others and want to make a meaningful impact through your work, this may be the role for you. At Trulieve, we strive to bring our patients the relief they need in products they can trust. Our plants are hand-grown in carefully controlled environments designed to minimize unwanted chemicals and pests, keeping the cultivation process as natural as possible every step of the way. To learn more about Trulieve and our mission, please visit www.trulieve.com
Requisition ID: 20680
Remote Work Available: Yes
Position Title: Senior Director, Marketing Transformation & Operations
Department: Marketing
Reports To: Chief Marketing Officer
Start Date: Immediate
Position Summary:
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.
Key Responsibilities:
Marketing Technology Strategy & Roadmap
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Define and maintain the enterprise marketing technology vision and multi-year roadmap.
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Evaluate current-state capabilities, gaps, and opportunities across marketing platforms and workflows.
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Prioritize technology investments that improve customer acquisition, personalization, retention, and operational efficiency.
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Align technology initiatives with business objectives and marketing growth strategies.
Enterprise Transformation Leadership
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Lead large-scale digital transformation initiatives across Marketing, Digital, Data, and Technology teams.
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Establish governance frameworks and operating models supporting long-term scalability.
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Own and evolve Monday.com as the organization’s workflow management platform; including board architecture, automation rules, dependency mapping, and integrating with adjacent tools.
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Identify bottlenecks in the 4,000+ monthly asset pipeline and design scalable solutions that reduce cycle time without sacrificing quality.
AI, Automation & Innovation
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Identify and implement AI-driven solutions that increase productivity, content velocity, personalization, and business intelligence.
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Drive enterprise modernization efforts, including platform consolidation, process optimization, and capability expansion.
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Evaluate emerging technologies and recommend future-state capabilities.
Platform Architecture & Integrations
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While a part of Marketing, being able to partner closely with IT, DAT, Delivery, and Enterprise Architecture.
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Lead the integration strategy across key platforms including CDP (CRM), Rewards/Loyalty, eCommerce, CMS, Mobile, Analytics, DAM, PIM, and Marketing Automation.
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Ensure scalable, secure, and compliant data flows across the organization for both medical and recreational markets.
Vendor Management & Governance
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Own vendor evaluation, selection, contract negotiations, renewals, and ongoing performance management.
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Develop business cases and ROI frameworks for technology investments.
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Ensure vendors deliver against contractual obligations, timelines, and business outcomes.
Adoption & Change Management
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Drive platform adoption across marketing and cross-functional teams.
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Develop change management strategies, training programs, communication plans, and success metrics.
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Establish scalable processes that maximize utilization and business value.
Customer Experience Insights
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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.
Qualifications:
Required
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15+ years of experience in Marketing Technology, Digital Transformation, Enterprise Platforms, or related disciplines.
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5+ years leading enterprise-scale marketing technology teams.
- Proven track record implementing and optimizing marketing technology ecosystems.
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Experience managing large budgets, vendor relationships, and technology contracts.
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Strong understanding of customer data platforms (CDP), CRM, marketing automation, analytics, CMS, personalization, loyalty, and digital commerce ecosystems.
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Experience leading cross-functional teams through organizational and technology change.
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Exceptional communication and executive presentation skills.
Preferred
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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.
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Background in retail, consumer packaged goods, healthcare, or highly regulated industries.
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MBA or advanced degree. Not required based on experience.
Why Join Trulieve?
Join one of the most innovative and fastest-growing organizations in the industry. You'll have the opportunity to shape the future of digital marketing, lead enterprise-wide transformation initiatives, and help define the next generation of customer experiences through technology, automation, and AI.
Please apply directly through our official careers site or authorized recruitment channels. Using third-party application services may create issues with your applicant profile and lead to processing delays.
Salary will be commensurate with experience. A comprehensive benefits package including paid time off is offered with this position.
Trulieve provides equal employment opportunities to all employees and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, pregnancy or any other characteristic protected by federal, state or local laws.
