Content Designer III - Experience Design (XD)

📍 Job Overview

Job Title: Content Designer III - Experience Design (XD)

Company: Expedia Group

Location: Chicago, Illinois, United States

Job Type: Full time

Category: Content Design / Experience Design

Date Posted: August 19, 2026

Experience Level: 5-10 years

Remote Status: Hybrid

🚀 Role Summary

• Drive content strategy and end-to-end experience design for Expedia and Insurance products, focusing on loyalty programs and user engagement.

• Develop thoughtful, intuitive, and accessible content solutions across various product use cases, from onboarding to transactional flows.

• Apply human-centered design (HCD) principles and information architecture methods to create scalable and cohesive content strategies.

• Collaborate cross-functionally with Product Design, Research, Legal, Marketing, and Security teams to influence product direction and ensure optimal user experiences.

📝 Enhancement Note: This role is situated within the Experience Design (XD) team, indicating a strong emphasis on user-centric product development and a collaborative, multidisciplinary approach. The "III" in the title suggests a mid-to-senior level position requiring significant autonomy and leadership in content strategy and execution. The focus on "Loyalty product experiences" and "retention in Loyalty and Membership areas" highlights a strategic objective tied to customer lifetime value.

📈 Primary Responsibilities

• Design, audit, analyze, structure, and create compelling UX content for a range of product use cases, including onboarding, in-app education, transactional flows, and push notifications.

• Apply information architecture methods, such as content modeling and mapping, and UI frameworks to develop scalable content solutions.

• Partner with product and research teams to drive content tests, analyze qualitative and quantitative insights, and identify/resolve content bugs.

• Develop and present a holistic, customer-focused content strategy for loyalty programs across all product areas, ensuring consistency and usability.

• Facilitate discussions, present compelling rationale for content decisions, and negotiate with stakeholders (including Legal, Marketing, Security, Product, and leadership) to balance traveler satisfaction and business objectives.

• Improve the accessibility, inclusion, readability, and translatability of product content by collaborating across teams.

• Leverage emerging AI technologies, including prompt engineering, to enhance content strategy and operational efficiency.

📝 Enhancement Note: The responsibilities emphasize a blend of strategic thinking (content strategy, holistic approach) and tactical execution (designing content, auditing, bug resolution). The requirement to "influence, persuade, and negotiate with stakeholders" points to a need for strong communication and advocacy skills within a complex organizational structure.

🎓 Skills & Qualifications

Education: Bachelor's degree in a related technical field or equivalent related professional experience in UX Writing, content audits and analysis, content mapping and modeling, information architecture, content planning and sourcing, conversational design, and storytelling.

Experience: 5+ years of experience as a Content Designer, UX Writer, or Content Strategist.

Required Skills:

• Proficiency in designing thoughtful, intuitive, and accessible content solutions for diverse product use cases.

• Solid understanding and application of information architecture methods (content modeling, content mapping) and UI frameworks.

• Ability to audit, analyze, structure, create, and present compelling UX content independently.

• Strong human-centered design (HCD) practices applied to product experiences.

• Expertise in facilitating discussions, presenting compelling rationale, and negotiating with stakeholders (Legal, Marketing, Security, Product, leadership).

• Experience in improving content accessibility, inclusion, readability, and translatability. Preferred Skills:

• Experience in solving complex content problems for multiple user segments and developing cross-brand content solutions.

• Demonstrated empathy and inclusivity in design approach.

• Experience in driving retention within Loyalty and Membership areas.

• Curiosity and practical application of emerging AI technologies, including prompt engineering and structured content for efficiency.

📝 Enhancement Note: The distinction between "required" and "preferred" skills highlights a focus on core content design competencies while valuing specialized knowledge in AI and loyalty program optimization. The emphasis on a "portfolio of work" specifically showcasing "influence enhances cross-functional thinking to drive retention in Loyalty and Membership areas" is a critical differentiator for this role.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Demonstrate a strong design thinking process and honed UX writing skills with tangible examples.

• Showcase how your content strategy and influence have driven cross-functional collaboration and improved retention in Loyalty and Membership programs.

• Include case studies detailing how you've applied information architecture methods (content modeling, mapping) to create scalable and user-centric content solutions.

• Provide examples of how you've used research, data, and empathy to develop effective content solutions that meet user needs and business objectives. Process Documentation:

• Illustrate your process for auditing, analyzing, structuring, and creating UX content for various product use cases.

• Detail your approach to partnering with Product, Research, and other cross-functional teams to drive content tests and measure their impact on the traveler experience.

• Explain your methodology for identifying, logging, prioritizing, and resolving content bugs across a product portfolio.

• Showcase your ability to develop and present a cohesive content strategy for complex programs like loyalty, emphasizing a holistic and customer-focused approach.

📝 Enhancement Note: The portfolio requirements are highly specific, emphasizing not just the quality of content but also the strategic thinking, cross-functional impact, and process rigor behind it. The explicit mention of "retention in Loyalty and Membership areas" and "AI technologies, including prompt engineering" suggests these will be key evaluation criteria.

💵 Compensation & Benefits

Salary Range: $128,000.00 - $179,500.00 annually. Potential to increase up to $205,000.00 based on sustained performance.

Benefits:

• Comprehensive health coverage: Medical, Dental, and Vision insurance.

• Generous Paid Time Off (PTO).

• Employee Assistance Program (EAP) for support.

• Wellness and travel reimbursement programs.

• Exclusive travel discounts.

• International Airlines Travel Agent (IATAN) membership.

• Parental leave.

Working Hours: Approximately 40 hours per week, with a hybrid work environment.

📝 Enhancement Note: The salary range provided is specific to Chicago, Illinois. While the job description mentions a "flexible work environment" and "hybrid" status, the exact number of office days is not specified. The benefits package is robust and tailored towards travel enthusiasts, aligning with Expedia Group's industry.

🎯 Team & Company Context

🏢 Company Culture

Industry: Travel Technology and Services. Expedia Group operates global travel platforms, connecting travelers with a wide range of options and services.

Company Size: Large enterprise, with a significant global presence.

Founded: Expedia Group has a history rooted in the early days of online travel, evolving through mergers and acquisitions into a major player in the industry.

Team Structure:

• The Content Designer III will be part of the Experience Design (XD) team, a cross-disciplinary unit comprising Product Design, Content Design, and Research.

• Reporting structure is to the Senior Content Design Manager.

• Significant cross-functional collaboration is expected with Product, Research, Legal, Marketing, Security, and leadership teams. Methodology:

• Emphasizes human-centered design (HCD) principles and data-driven decision-making.

• Focuses on developing innovative and cohesive end-to-end user experiences.

• Values a content-first approach to product development.

• Encourages the exploration and application of emerging technologies like AI for efficiency and strategy enhancement.

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

📝 Enhancement Note: Expedia Group's culture is defined by its "Behaviors" (Traveler First, Think Big, Operate with Excellence, Ownership Mindset, Succeed Together) and a commitment to diversity, inclusion, and employee growth. The "flexible work model" and travel perks reinforce its identity as a company built around the passion for travel.

📈 Career & Growth Analysis

Operations Career Level: Content Designer III represents a senior individual contributor role within the Experience Design function. It requires a high degree of autonomy, strategic input, and the ability to lead content initiatives for significant product areas.

Reporting Structure: Reports to a Senior Content Design Manager, indicating a clear hierarchy and opportunities for mentorship from experienced leaders.

Operations Impact: This role directly impacts the traveler experience, aiming to make travel "smoother and more memorable" by ensuring clarity, consistency, and usability in product content. Success is measured by improved user engagement, satisfaction, and retention, particularly within loyalty programs.

Growth Opportunities:

• Specialization: Deepen expertise in content strategy, loyalty program design, and AI-driven content solutions.

• Leadership: Progress to roles with greater strategic oversight, team leadership, or management within Content Design or broader Experience Design.

• Cross-functional Advancement: Develop skills transferable to product management, UX strategy, or other related GTM roles within Expedia Group.

• Learning: Opportunities to explore and apply emerging technologies like AI and prompt engineering, staying at the forefront of industry trends.

📝 Enhancement Note: The "III" designation and the emphasis on influencing stakeholders suggest this role is a critical stepping stone for those looking to advance into more senior strategic or leadership positions within the UX and content domains. The focus on AI and loyalty is a strategic growth area for the company.

🌐 Work Environment

Office Type: Expedia Group offers modern office spaces designed for collaboration and flexibility, supporting a hybrid work model.

Office Location(s): Chicago HQ is specified, with potential for additional locations to be discussed.

Workspace Context:

• Collaborative environments designed to foster innovation and teamwork among diverse disciplines.

• Access to a range of tools and technologies to support design, content creation, and analysis.

• Opportunities for regular interaction with Product Designers, Researchers, Content Strategists, and other cross-functional partners.

Work Schedule: Standard full-time working hours (approximately 40 per week) with a hybrid arrangement, allowing for a balance between in-office collaboration and remote flexibility.

📝 Enhancement Note: The hybrid model suggests a balance, requiring candidates to be comfortable working both independently and collaboratively in an office setting, likely with some mandated days for team interaction. The "cool offices" mentioned in the description hint at a modern, amenity-rich workspace.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: Likely a review of resume and portfolio by a recruiter or hiring manager to assess experience and alignment with qualifications.

• Portfolio Review & Presentation: A core component where candidates present their work, focusing on case studies that demonstrate content strategy, problem-solving, cross-functional influence, and impact on user experience (especially in loyalty/retention).

• Skills-Based Interviews: Behavioral and situational questions assessing HCD principles, information architecture, stakeholder management, communication, and problem-solving skills. Technical deep dives into content design methodologies may occur.

• Cross-Functional Interviews: Discussions with potential peers and collaborators from Product Design, Research, or Product Management to evaluate team fit and collaboration style.

• Final Interview: Often with senior leadership to assess strategic thinking, cultural alignment, and overall fit for the role and Expedia Group.

Portfolio Review Tips:

• Curate Strategically: Select 3-5 strong case studies that best showcase your skills against the job requirements, especially those demonstrating impact on loyalty, retention, and complex content challenges.

• Focus on Process & Impact: For each case study, clearly articulate the problem, your role, the process you followed (HCD, IA, content modeling), the solutions you designed, and most importantly, the measurable results and impact on users and business objectives. Quantify where possible.

• Highlight Cross-Functional Influence: Specifically detail instances where you successfully influenced stakeholders, collaborated across teams (Legal, Marketing, Product), and how this collaboration led to better outcomes.

• Showcase AI/Emerging Tech: If applicable, include examples of how you've leveraged AI, prompt engineering, or other emerging technologies to improve content strategy or operational efficiency.

• Tell a Story: Structure your presentations like a narrative, making it engaging and easy for interviewers to follow your thought process and decision-making.

Challenge Preparation:

• Be prepared for potential scenario-based questions or a small design exercise focused on content problem-solving, information architecture, or user flow optimization.

• Practice articulating your content strategy rationale clearly and concisely, anticipating questions about trade-offs, user needs versus business goals, and accessibility considerations.

• Familiarize yourself with Expedia Group's brands, mission, and values to demonstrate cultural fit and a genuine interest in the travel industry.

📝 Enhancement Note: The emphasis on portfolio presentation and demonstrating cross-functional influence is paramount. Candidates should be ready to defend their design decisions with data and user insights, specifically highlighting their ability to drive business outcomes like retention.

🛠 Tools & Technology Stack

Primary Tools:

• Content Management Systems (CMS): Likely used for authoring and managing content across various platforms.

• Design & Prototyping Tools: Figma, Sketch, Adobe XD (given "XD" in title), InVision, or similar for wireframing, prototyping, and visual design collaboration.

• Collaboration Platforms: Slack, Microsoft Teams for day-to-day communication and team interaction.

• Project Management Tools: Jira, Asana, Trello for tracking tasks, workflows, and bug resolution.

Analytics & Reporting:

• Web Analytics: Google Analytics, Adobe Analytics for tracking user behavior and content performance.

• A/B Testing Platforms: Optimizely, VWO, or internal tools for testing content variations and measuring impact.

• Data Visualization Tools: Tableau, Power BI, or Looker for analyzing data and creating reports for stakeholders.

CRM & Automation:

• CRM (Customer Relationship Management): Salesforce or similar platforms may be used to understand customer journeys and loyalty program data.

• Automation Tools: Potentially used for content workflows, user onboarding sequences, or marketing automation, especially in conjunction with AI.

• User Research Tools: SurveyMonkey, UserTesting.com, Lookback for gathering user feedback and insights.

📝 Enhancement Note: While specific tools aren't listed, the role's responsibilities imply proficiency with standard UX/Content Design software, collaboration tools, analytics platforms, and potentially CRM systems. Experience with AI tools for content generation and optimization is a noted preferred skill.

👥 Team Culture & Values

Operations Values:

• Traveler First: A core principle guiding all product and content decisions, ensuring user needs are paramount.

• Think Big: Encouraging innovation, ambitious goals, and a forward-thinking approach to experience design.

• Operate with Excellence: A commitment to high standards in execution, quality, and efficiency.

• Ownership Mindset: Taking responsibility for outcomes and driving initiatives to completion.

• Succeed Together: Emphasizing collaboration, inclusivity, and mutual support within teams and across the organization.

Collaboration Style:

• Highly collaborative, working within a cross-disciplinary Experience Design team and partnering closely with Product Management, Engineering, Research, Legal, and Marketing.

• Values open communication, constructive feedback, and a shared commitment to delivering exceptional user experiences.

• Emphasizes data-informed decision-making and a willingness to iterate based on user insights and performance metrics.

📝 Enhancement Note: The explicit mention of Expedia Group's five Behaviors provides clear insight into the expected operational and interpersonal conduct. Candidates should be prepared to demonstrate how their work aligns with these values, particularly "Traveler First" and "Succeed Together."

⚡ Challenges & Growth Opportunities

Challenges:

• Balancing Stakeholder Needs: Navigating competing priorities and requirements from various departments (Legal, Marketing, Product) while maintaining a user-centric approach.

• Scaling Content: Developing content strategies and solutions that are consistent and effective across multiple brands and product lines within Expedia Group.

• Measuring Impact: Quantifying the precise impact of content design on user behavior, loyalty program engagement, and business metrics, especially in complex, cross-functional initiatives.

• Adopting New Technologies: Integrating and effectively leveraging emerging AI tools into existing workflows and strategies to enhance efficiency and creativity.

Learning & Development Opportunities:

• AI & Prompt Engineering: Gaining hands-on experience with advanced AI technologies for content strategy and operational efficiency.

• Loyalty Program Optimization: Deepening expertise in designing content for customer retention and engagement within loyalty programs.

• Cross-functional Expertise: Broadening understanding of product management, UX research, and business analytics through close collaboration.

• Leadership Skills: Developing facilitation, negotiation, and strategic influence capabilities through senior-level responsibilities.

📝 Enhancement Note: The challenges are directly tied to the complexity of a large enterprise and a highly regulated industry like travel. The growth opportunities are framed around staying current with technology and specializing in key strategic areas for Expedia Group.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you developed a content strategy for a complex product feature or program (e.g., loyalty, onboarding). What was your process, what were the key challenges, and what was the outcome?" (Focus on process, IA, data, and impact).

• "How do you approach balancing user needs with business objectives and legal/brand requirements when crafting product content? Provide an example." (Focus on negotiation, persuasion, and stakeholder management).

• "Walk us through a significant content problem you solved using human-centered design principles. How did you use research and data to inform your solution and measure its success?" (Focus on HCD, problem-solving, and metrics). Company & Culture Questions:

• "What interests you about Expedia Group and this specific role within our Experience Design team?" (Demonstrate research into the company, its brands, and the role's focus).

• "How do you embody Expedia Group's Behaviors (Traveler First, Think Big, Operate with Excellence, Ownership Mindset, Succeed Together) in your work?" (Provide specific examples that align with these values).

• "How do you ensure your content is inclusive, accessible, and translatable for diverse user segments?" (Showcase awareness of best practices and empathy). Portfolio Presentation Strategy:

• Structure: Begin with an overview of your role and the project's goals. Detail the problem, your approach (HCD, IA), your specific contributions, the content solutions, and the measurable results.

• Highlight Impact: Emphasize how your content strategy influenced user behavior, improved metrics (e.g., conversion, retention, task completion), and positively impacted business objectives. Quantify where possible.

• Demonstrate Collaboration: Explicitly describe how you worked with Product Managers, Designers, Researchers, Legal, etc., and how your influence drove cross-functional alignment and better outcomes.

• Showcase AI/Innovation: If applicable, clearly articulate your use of AI or other emerging technologies and their contribution to the project's success.

• Be Concise and Engaging: Practice your presentation to fit within the allotted time, using clear language and visuals to support your narrative. Be prepared for detailed Q&A.

📝 Enhancement Note: Interview preparation should heavily emphasize the portfolio presentation, as it's a critical component for this role. Candidates need to be ready to articulate their strategic thinking, process, and quantifiable impact, especially concerning loyalty and cross-functional influence.

📌 Application Steps

To apply for this Content Designer III position:

• Submit your application through the Expedia Group careers portal using the provided link.

• Customize Your Resume: Ensure your resume clearly highlights your 5+ years of experience in Content Design, UX Writing, or Content Strategy, using keywords from the job description (e.g., "human-centered design," "information architecture," "content modeling," "stakeholder management," "loyalty programs"). Quantify achievements where possible.

• Prepare Your Portfolio: Curate 3-5 of your strongest case studies that demonstrate your ability to develop content strategies, solve complex content problems, influence stakeholders, and drive measurable impact, particularly in areas like customer retention and loyalty. Be ready to present these with a focus on process, rationale, and results.

• Research Expedia Group: Familiarize yourself with Expedia Group's mission, values, brands, and recent initiatives. Understand their focus on the traveler experience and their commitment to innovation.

• Practice Your Narrative: Rehearse articulating your experience, thought process, and portfolio highlights clearly and concisely, anticipating questions about your approach to content strategy, user-centered design, and cross-functional collaboration.

⚠️ Important Notice: This enhanced job description includes AI-generated insights and industry-standard assumptions tailored for operations and GTM roles. While comprehensive, all details, especially regarding specific team dynamics, interview processes, and the precise scope of responsibilities, should be verified directly with the hiring organization. Candidates are strongly encouraged to review the official job posting and company career pages for the most accurate and up-to-date information.