Jobs and Careers

Senior Director, Marketing Technology

Tallahassee, United StatesRemotefull_timeVerifiedPosted 11 Aug 2026

About the role

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

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.

Enterprise Transformation Leadership

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.

AI, Automation & Innovation

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.

Platform Architecture & Integrations