Digital Design Manager

📍 Job Overview

Job Title: Digital Design Manager

Company: Trulieve

Location: Remote (Based in Tallahassee, FL or can work remotely within the US)

Job Type: Full-Time

Category: Marketing / Creative Operations

Date Posted: August 31, 2026

Experience Level: 5-10 Years (Mid-Senior Level)

Remote Status: Fully Remote (US-based candidates)

🚀 Role Summary

• Lead the creative direction and execution of digital marketing campaigns, focusing on engaging, on-brand customer experiences across various digital channels.

• Shape creative strategy and elevate design quality for Trulieve's recreational and medical markets, leveraging deep experience in CPG, retail, or e-commerce marketing.

• Mentor and provide constructive feedback to a team of designers, fostering a culture of creativity, accountability, and continuous improvement within the design organization.

• Collaborate closely with Creative, Marketing, Brand, Digital, and cross-functional stakeholders to develop integrated campaign strategies that drive measurable business results.

• Ensure visual consistency across multiple brands while encouraging innovative expressions of each brand's unique personality and maintaining high creative standards.

📝 Enhancement Note: While the primary location is listed as Tallahassee, FL, the "Remote Work Available: Yes" and "Location: Remote" fields indicate this role is fully remote for US-based candidates. The "Reports To: Associate Creative Director" suggests a structured creative hierarchy within the marketing department. The mention of "Requisition ID: 21023" is an internal tracking number.

📈 Primary Responsibilities

• Spearhead the creative direction and execution of digital marketing campaigns, including promotional initiatives, product launches, and seasonal retail campaigns across all digital touchpoints.

• Establish and uphold high creative standards for email, web, landing pages, paid media, social media, CRM, and e-commerce platforms, ensuring brand integrity and customer engagement.

• Provide strong creative leadership by conducting thorough work reviews, offering actionable feedback, and mentoring designers to enhance their craft, execution, and creative thinking.

• Champion established brand identity systems while actively seeking innovative approaches to express each brand's unique personality and strengthen brand recognition across diverse digital experiences.

• Translate complex marketing strategies and business objectives into compelling digital concepts and meticulously executed campaign materials that resonate with target audiences.

• Foster a collaborative environment by partnering effectively with Creative Leadership, Marketing, Brand, and Digital teams to devise integrated campaign strategies and innovative creative solutions.

• Oversee multiple high-priority projects concurrently, ensuring exceptional creative quality, adherence to brand guidelines, and timely delivery in a fast-paced environment.

• Develop and evolve digital design systems, templates, and reusable creative components to enhance visual consistency, streamline production efficiency, and reduce design debt.

• Maintain a keen awareness of current digital marketing trends, emerging technologies, and evolving platform best practices to ensure creative output remains relevant and effective.

• Identify and implement opportunities for improving creative workflows, production processes, and overall team collaboration to boost efficiency and output quality.

• Cultivate a positive and productive team culture characterized by creativity, collaboration, accountability, and a commitment to continuous improvement in design execution and strategic thinking.

📝 Enhancement Note: The responsibilities emphasize a blend of high-level creative leadership, hands-on execution oversight, team mentorship, and process improvement. The focus on "consumer packaged goods (CPG), retail, or e-commerce marketing" and "performance-driven creative" highlights the need for a results-oriented approach.

🎓 Skills & Qualifications

Education: While not explicitly stated, a Bachelor's degree in Graphic Design, Digital Media, Marketing, or a related field is typically expected for a manager-level creative role.

Experience:

• Minimum 5-7 years of professional digital design experience.

• At least 5 years in an Art Director, Associate Creative Director, Lead Designer, or equivalent creative leadership role.

• Prior experience supporting consumer packaged goods (CPG) brands is highly preferred, with additional experience in retail or e-commerce environments. Required Skills:

• Outstanding portfolio demonstrating creative leadership, digital campaign development, promotional marketing, brand storytelling, and omni-channel campaign execution.

• Proven ability to lead high-volume promotional campaigns while maintaining exceptional creative quality across multiple brands and channels.

• Demonstrated experience building and evolving brand identity systems while developing innovative creative solutions that reinforce each brand's unique voice and personality.

• Strong understanding of digital marketing strategy, customer experience (CX), merchandising, and performance-driven creative principles.

• Expert knowledge of typography, layout, visual hierarchy, color theory, composition, and fundamental digital design principles.

• Proven experience mentoring designers, leading creative reviews, and providing thoughtful, actionable feedback to elevate design output.

• Exceptional communication, presentation, and stakeholder management skills, with the ability to confidently articulate creative concepts and strategic rationale.

• Strong organizational and project management skills, with the capacity to balance multiple priorities effectively in a fast-paced, dynamic environment.

• Expert proficiency in Adobe Creative Cloud (Photoshop, Illustrator, InDesign), Adobe Experience Manager (AEM), and Figma.

• Experience developing responsive digital experiences and working within scalable design systems.

• Self-motivated leader with excellent creative judgment, strategic thinking, and problem-solving abilities. Preferred Skills:

• Experience leading creative for promotional retail calendars and high-volume marketing organizations.

• Experience supporting multiple brands within a consumer packaged goods (CPG) portfolio.

• Experience working in highly regulated industries (such as cannabis, pharmaceuticals, or finance).

• Experience with motion graphics or animation using Adobe After Effects.

• Experience leveraging AI-powered creative tools to enhance ideation, production efficiency, and creative workflows.

• Experience collaborating effectively with copywriters, photographers, UX designers, developers, and marketing partners to deliver integrated digital campaigns.

📝 Enhancement Note: The required experience level and specific tool proficiencies (AEM, Figma) indicate a need for a candidate who can hit the ground running and manage complex digital asset creation and deployment. The preference for CPG and regulated industry experience suggests a need for understanding specific market dynamics and compliance considerations.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Showcase a robust collection of digital marketing campaigns executed across various channels (web, email, social, paid media).

• Provide detailed case studies highlighting creative leadership, strategic thinking, and problem-solving in campaign development.

• Demonstrate experience in developing and maintaining brand identity systems, including how you adapted them for digital execution.

• Include examples of omni-channel campaign execution, illustrating how a cohesive brand message was delivered across multiple touchpoints.

• Highlight work that shows a strong understanding of customer experience (CX) and performance-driven creative principles, with measurable results if possible.

• Present examples of how you have mentored designers or led creative reviews, demonstrating your ability to elevate team output. Process Documentation:

• Examples of how you have developed or evolved digital design systems, templates, or reusable creative components to improve efficiency and consistency.

• Case studies illustrating your process for translating marketing objectives into compelling digital creative concepts.

• Documentation or examples of how you've managed creative workflows for high-volume promotional campaigns, ensuring quality and timely delivery.

• Evidence of your approach to collaborating with cross-functional teams (Marketing, Brand, Digital) in the creative process.

• Demonstrations of how you've stayed abreast of and incorporated emerging digital marketing trends and technologies into your work.

📝 Enhancement Note: A strong portfolio is paramount for this role. It should not only display visual talent but also strategic thinking, leadership capabilities, and a process-oriented approach to creative execution and team management. The emphasis on "performance-driven creative" suggests that candidates who can link their design work to business outcomes will be highly favored.

💵 Compensation & Benefits

Salary Range: Based on industry benchmarks for a Digital Design Manager with 5-10 years of experience in a remote US-based role, the estimated salary range is $95,000 - $130,000 annually. This estimate is derived from analyzing similar roles in the marketing and design sectors, considering the company's size and industry, and factoring in the remote work flexibility. Salary will be commensurate with experience and qualifications.

Benefits:

• Paid time off (PTO)

• Comprehensive benefits package (specifics to be detailed by the company, but typically includes health, dental, vision insurance, retirement plans, etc.)

• Opportunity to work remotely within the US.

• Professional development opportunities and potential for career advancement within a rapidly growing company.

• Being part of a company recognized on TIME's America's Best Companies List.

Working Hours: The role is expected to require approximately 40 hours per week, with flexibility to accommodate project deadlines and cross-functional collaboration across different time zones. Some evening or weekend work may be necessary during peak periods or for critical campaign launches.

📝 Enhancement Note: The provided salary range is an estimate based on market data for similar roles in the US. The company explicitly mentions "Salary will be commensurate with experience" and "A comprehensive benefits package including paid time off is offered." The remote nature of the role is a significant benefit.

🎯 Team & Company Context

🏢 Company Culture

Industry: Cannabis Retail (Medical and Recreational). Trulieve is recognized as one of the nation's largest cannabis retailers, operating in a rapidly growing and evolving industry.

Company Size: Large (Likely 1,000-10,000+ employees, based on industry scale and growth). This size implies established processes but also potential for significant impact and cross-functional collaboration.

Founded: The company was founded in 2015. This relatively young age, combined with rapid growth, suggests a dynamic, entrepreneurial, and fast-paced work environment.

Team Structure:

• The Digital Design Manager reports to the Associate Creative Director, indicating a hierarchical creative structure.

• The role involves leading a team of designers, suggesting a direct management responsibility.

• Close collaboration with Creative, Marketing, Brand, and Digital teams is expected, highlighting a cross-functional operational model.

• The company's recognition on TIME's America's Best Companies List suggests a focus on employee satisfaction, financial strength, and sustainability. Methodology:

• Emphasis on data-driven decision-making and performance-driven creative within marketing campaigns.

• Strategic creative execution to strengthen brand recognition and drive measurable business results.

• Focus on maintaining brand identity systems while encouraging innovative expression.

• Continuous improvement in creative workflows and production processes for efficiency and quality.

• Commitment to a culture of creativity, collaboration, and accountability.

Company Website: https://www.trulieve.com/

📝 Enhancement Note: Trulieve's position as a leading cannabis retailer, coupled with its recent recognition by TIME, suggests a company culture that values growth, innovation, patient/customer focus, and a commitment to quality and sustainability. The "passion for helping others" and "meaningful impact" statements in the description point to a purpose-driven organization.

📈 Career & Growth Analysis

Operations Career Level: This role is at a Mid-to-Senior level, specifically a management position within the creative and marketing operations. It requires significant experience in digital design and leadership, with the ability to mentor, guide, and strategically direct creative output. The scope includes leading campaign execution and influencing brand presentation across digital platforms.

Reporting Structure: The Digital Design Manager reports to the Associate Creative Director, placing them within a defined creative leadership hierarchy. This structure allows for strategic alignment with broader marketing and brand objectives.

Operations Impact: The Digital Design Manager's work directly impacts revenue by creating engaging digital experiences that drive customer acquisition, retention, and conversion. By ensuring brand consistency and high-quality creative execution across all digital touchpoints, they contribute significantly to brand perception, market competitiveness, and ultimately, sales performance.

Growth Opportunities:

• Specialization: Deepen expertise in specific areas like CPG/retail digital marketing, regulated industry creative, or advanced digital design systems.

• Leadership Advancement: Potential to move into roles like Creative Director, Senior Manager of Digital Design, or lead larger creative teams as the company expands.

• Skill Development: Opportunities to gain experience with emerging technologies (AI creative tools, advanced animation), manage larger project scopes, and influence broader creative strategy.

• Cross-functional Exposure: Gain deeper understanding of marketing, brand management, and e-commerce operations through close collaboration.

• Industry Recognition: Contribute to a company that has received significant industry accolades (TIME's America's Best Companies), enhancing personal and professional reputation.

📝 Enhancement Note: The role offers a clear path for growth within a rapidly expanding company in a high-growth industry. The emphasis on leadership and strategic contribution suggests opportunities for significant career progression beyond individual contributor roles.

🌐 Work Environment

Office Type: The role is fully remote, offering significant flexibility. While there might be an option to work from the Tallahassee, FL office, the primary expectation is remote work for US-based candidates.

Office Location(s): While the company is headquartered in Florida and has operations there, the role is remote. This implies candidates can be based anywhere in the United States.

Workspace Context:

• Remote Flexibility: The primary work environment is home-based, allowing for personalized workspace setup and a flexible daily schedule.

• Digital Collaboration: Heavy reliance on digital collaboration tools (e.g., Slack, Zoom, project management software) to connect with team members and stakeholders across different locations.

• Tools & Technology: Access to and proficiency with industry-standard design software (Adobe Creative Cloud, Figma) and potentially company-specific platforms (AEM) are crucial.

• Team Interaction: Regular virtual meetings, design reviews, and collaborative sessions with the creative team and other departments.

Work Schedule: The standard work schedule is approximately 40 hours per week. However, given the nature of creative project deadlines and the fast-paced retail/CPG environment, there may be an expectation for occasional overtime or flexible hours to meet critical campaign launch dates or address urgent creative needs.

📝 Enhancement Note: The remote nature of the role is a significant aspect of the work environment, requiring strong self-discipline, excellent communication skills, and proficiency with remote collaboration tools. The company's growth and industry dynamism suggest a potentially fast-paced and demanding, yet rewarding, environment.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: HR or Talent Acquisition will likely review applications and resumes to assess basic qualifications, experience, and portfolio relevance.

• Hiring Manager Interview: The Associate Creative Director or another senior creative leader will conduct an interview to evaluate creative vision, leadership style, and strategic thinking. This may include a preliminary portfolio review.

• Portfolio Presentation & Case Study: Candidates will be asked to present their portfolio, focusing on key projects that demonstrate their capabilities in digital campaign execution, brand stewardship, and team leadership. Expect to discuss their process, challenges faced, and solutions implemented.

• Cross-functional/Team Interviews: Interviews with key stakeholders from Marketing, Brand, and Digital teams to assess collaboration skills, communication effectiveness, and cultural fit.

• Final Interview: Potentially with a higher-level executive (e.g., VP of Marketing, Chief Creative Officer) to discuss strategic alignment and long-term vision.

Portfolio Review Tips:

• Curate Strategically: Select 3-5 of your strongest, most relevant projects that showcase your creative leadership, digital campaign execution, and experience with CPG/retail.

• Highlight Leadership: For each project, clearly articulate your role, the strategic objectives, your creative direction, how you mentored designers (if applicable), and the outcomes.

• Showcase Process: Be prepared to walk through your creative process from brief to execution, including how you leveraged brand guidelines, addressed challenges, and collaborated with others.

• Quantify Impact: Whenever possible, include metrics or results that demonstrate the business impact of your creative work (e.g., engagement rates, conversion increases, brand lift).

• Digital Focus: Ensure your portfolio clearly emphasizes your digital design expertise and experience with various digital channels and platforms.

• Tailor to Trulieve: Research Trulieve's current branding and marketing efforts to tailor your presentation and highlight how your skills align with their needs, especially in a regulated industry.

Challenge Preparation:

• Creative Problem-Solving: Be ready for a hypothetical scenario where you might need to develop a creative concept for a new product launch or promotional campaign under specific constraints.

• Design System Thinking: Prepare to discuss how you would approach building or refining a digital design system for a multi-brand portfolio.

• Feedback & Mentorship: Practice how you would provide constructive feedback to a junior designer on a piece of work.

📝 Enhancement Note: The interview process heavily emphasizes portfolio presentation and the ability to articulate strategic thinking and leadership. Candidates should prepare comprehensive case studies that demonstrate not just design skill but also business acumen and collaborative capability.

🛠 Tools & Technology Stack

Primary Tools:

• Adobe Creative Cloud: Expert proficiency required, specifically Photoshop, Illustrator, and InDesign for creating digital assets.

• Figma: Expert proficiency required for collaborative design, prototyping, and design system management.

• Adobe Experience Manager (AEM): Expert proficiency required, indicating its importance in content management and digital experience delivery for Trulieve.

Analytics & Reporting:

• While not explicitly listed as a requirement for this role, a strong understanding of how digital design impacts analytics and reporting is crucial. Familiarity with tools like Google Analytics, Adobe Analytics, or platform-specific ad managers (e.g., Meta Ads Manager, Google Ads) for understanding campaign performance would be beneficial. CRM & Automation:

• Experience with CRM platforms (e.g., Salesforce Marketing Cloud, HubSpot) and marketing automation tools (e.g., Marketo, Pardot) is beneficial for understanding how digital assets integrate into broader customer journeys and campaigns. Other Relevant Tools (Preferred):

• Adobe After Effects: For motion graphics and animation, preferred for dynamic digital content.

• AI-powered creative tools: To demonstrate forward-thinking and efficiency-enhancing capabilities.

• Project Management Software: Proficiency with tools like Asana, Trello, Jira, or Monday.com for managing workflows and team tasks.

📝 Enhancement Note: The explicit requirement for expert proficiency in Adobe Creative Cloud, Figma, and Adobe Experience Manager (AEM) highlights these as critical technical skills. AEM's inclusion suggests Trulieve uses it for managing digital content and experiences, making this a key platform for the role.

👥 Team Culture & Values

Operations Values:

• Passion for Helping Others: Aligns with Trulieve's mission to provide relief through their products. This translates to a user-centric approach in design.

• Integrity & Trust: Crucial in a regulated industry, implying a commitment to accuracy, transparency, and ethical practices in all creative output.

• Excellence & Quality: A drive to produce exceptional work, reflected in high creative standards and attention to detail.

• Innovation & Growth: Embracing new ideas, technologies (like AI tools), and continuous improvement to stay ahead in a dynamic market.

• Collaboration & Accountability: Working effectively with diverse teams and taking ownership of creative deliverables and their impact.

Collaboration Style:

• Cross-functional Integration: The role requires seamless collaboration with Marketing, Brand, Digital, and potentially Legal/Compliance teams to ensure creative is aligned with business objectives and regulatory requirements.

• Feedback Culture: An environment where constructive feedback is regularly exchanged among designers and with stakeholders to refine creative solutions and elevate the overall quality of work.

• Knowledge Sharing: Encouraging the sharing of best practices, new techniques, and insights within the design team and across departments to foster collective learning and efficiency.

📝 Enhancement Note: The company's stated values and the nature of the role suggest a culture that balances creative passion with strategic execution, a strong sense of responsibility due to the industry, and a collaborative spirit essential for achieving business goals.

⚡ Challenges & Growth Opportunities

Challenges:

• Regulated Industry: Navigating the complexities and restrictions of marketing in the cannabis industry, requiring careful attention to compliance and messaging.

• Multi-Brand Management: Maintaining distinct brand identities and creative excellence across a portfolio of brands while ensuring overall consistency.

• High-Volume Production: Managing the demands of high-volume promotional campaigns and seasonal retail initiatives without compromising creative quality.

• Rapidly Evolving Digital Landscape: Staying current with fast-changing digital trends, platform algorithms, and emerging technologies to keep creative output effective.

• Remote Team Leadership: Effectively leading, mentoring, and fostering a cohesive team culture when working remotely.

Learning & Development Opportunities:

• Industry Expertise: Gaining deep knowledge of marketing strategies and creative execution within the regulated cannabis sector.

• Advanced Digital Tools: Opportunities to master or gain experience with advanced features of Adobe Creative Cloud, Figma, AEM, and potentially AI-driven creative tools.

• Strategic Creative Leadership: Developing skills in higher-level strategic planning, brand development, and influencing marketing direction.

• Cross-functional Exposure: Understanding the interplay between creative, marketing, sales, and operations in a large retail organization.

• Mentorship & Coaching: Developing leadership and team-building skills by mentoring junior designers and contributing to the growth of the creative team.

📝 Enhancement Note: The challenges presented are typical for a leadership role in a dynamic, regulated industry. The growth opportunities are substantial, offering a chance to develop both creative and management expertise in a high-demand sector.

💡 Interview Preparation

Strategy Questions:

• "Describe your process for translating a complex marketing brief into a compelling digital campaign concept. Walk us through a specific example from your portfolio." (Focus on strategic thinking, process, and outcome.)

• "How do you ensure brand consistency across multiple digital channels and brands, especially when dealing with high-volume promotional needs?" (Assess understanding of brand stewardship and operational efficiency.)

• "Imagine we are launching a new product line in a highly regulated market. What are the key considerations you would have for the digital creative strategy, and how would you approach it?" (Test industry awareness and strategic problem-solving.)

• "How do you approach mentoring and providing constructive feedback to designers on your team? Share an example of how you helped a designer improve their work or overcome a creative challenge." (Evaluate leadership and team development skills.) Company & Culture Questions:

• "What excites you about Trulieve and the cannabis industry, and how do you see your role contributing to our mission?" (Gauge passion, alignment with company values, and understanding of the industry.)

• "Describe your ideal collaborative environment. How do you work with cross-functional teams (e.g., Marketing, Brand, Digital) to achieve shared goals?" (Assess collaboration style and team fit.)

• "How do you stay updated on the latest digital design trends and technologies, and how have you incorporated them into your work?" (Demonstrate continuous learning and innovation.) Portfolio Presentation Strategy:

• Narrative Arc: Structure your portfolio presentation around a compelling story for each project, detailing the challenge, your strategic approach, the creative solution, and the results.

• Focus on Leadership: Emphasize your role as a leader, not just a designer. Discuss how you guided the creative process, managed stakeholders, and mentored your team.

• Showcase Process: Be ready to discuss your workflow, the tools you used (especially AEM and Figma), and any design systems you developed or utilized.

• Quantify Impact: Use data and metrics to demonstrate the effectiveness of your creative work and its contribution to business objectives.

• Tailor to Trulieve: Connect your experience and examples directly to Trulieve's industry, brands, and stated values. Highlight your understanding of regulated marketing.

• Interactive Elements: If possible, use interactive elements or live demos (e.g., Figma prototypes) to showcase your work dynamically.

📝 Enhancement Note: Interview preparation should focus on demonstrating strategic thinking, leadership, problem-solving skills, and a deep understanding of digital marketing within a regulated industry. The portfolio presentation is a critical component, requiring a strategic and narrative approach.

📌 Application Steps

To apply for this Digital Design Manager position:

• Submit your application through Trulieve's official careers site or authorized recruitment channels.

• Optimize Your Resume: Tailor your resume to highlight keywords from the job description, such as "Digital Design Manager," "Creative Direction," "CPG," "Retail," "E-commerce," "Adobe Creative Cloud," "Figma," "Adobe Experience Manager (AEM)," "Brand Identity," "Campaign Management," and "Mentoring." Quantify achievements where possible.

• Curate Your Portfolio: Select your strongest, most relevant digital design and campaign execution projects. Ensure it clearly showcases your leadership, strategic thinking, and experience with key tools and industries. Prepare a narrative for each project.

• Prepare for Case Studies: Practice articulating your creative process, problem-solving approach, and ability to deliver results under pressure. Be ready to discuss your experience in regulated industries.

• Research Trulieve: Understand their brands, mission, recent marketing campaigns, and their position in the cannabis industry. This will help you tailor your answers and demonstrate genuine interest.

• Practice Presentation: Rehearse your portfolio presentation, focusing on clear communication, strategic rationale, and highlighting your leadership impact.

⚠️ Important Notice: This enhanced job description includes AI-generated insights and operations industry-standard assumptions. All details should be verified directly with the hiring organization before making application decisions.