Senior Manager, Content Strategy

Flywheel; Chicago (IL); On-site; USD 110,000 - 120,000; Full time

Benefits offered by this job

Flexible vacation time

Learning and development opportunities

Parental leave benefits

Volunteering opportunities

Job summary

A digital commerce solutions company in Chicago is seeking a Content & UX Strategy lead to drive user-centered content experiences. The ideal candidate will have 5+ years of experience in content strategy and digital UX, working with major retailer platforms. Responsibilities include developing content standards, leveraging data for insights, and managing large-scale projects. This role provides a competitive salary and a vibrant working culture with flexibility and inclusion.

Qualifications

• 5+ years’ experience in content strategy, digital UX, or eCommerce, focusing on retailer environments.
• Deep knowledge of retailer platforms and eCommerce content trends.
• Ability to apply category and brand insights to drive strategies.

Responsibilities

• Lead strategy and execution of content across various digital assets.
• Leverage insights to inform content and UX recommendations.
• Manage multiple large-scale projects, communicating strategies to stakeholders.

Skills

Content strategy

Digital UX

eCommerce

Communication

Leadership

Tools

Content Management Systems (CMS)

Analytics Platforms (GA4, Data Studio)

PIM tools (e.g., Salsify)

Job description

About Flywheel

Flywheel's suite of digital commerce solutions accelerates growth across all major digital marketplaces for the world's leading brands. We give clients access to near real‑time performance measurement and improve sales, share, and profit. With teams across the Americas, Europe and APAC, we offer a career with real impact, endless growth opportunities and the support you need to be the best you can be.

Opportunity

Content & UX Strategy

• Lead the strategy, planning, and execution of content across PDPs, brand shops, and display assets for priority retailers.
• Champion a content‑first approach and apply UX/UI principles to deliver seamless, user‑centered experiences.
• Shape product experiences using information architecture, content hierarchy, and usability/accessibility best practices.
• Develop and evolve content standards, messaging frameworks, and guidelines tailored to retailer platforms and devices, with a mobile‑first mindset.

Insight‑Driven Execution

• Leverage category and brand insights, retailer search data, and consumer behavior trends to inform content and UX recommendations.
• Conduct retailer site audits and competitive benchmarking to identify content gaps and innovation opportunities.
• Use Flywheel Commerce Cloud analytics and SEO insights to monitor content performance, digital shelf metrics, and search rankings; collaborate with the Analytics and Data team to drive continuous improvement.

Innovation & AI Search Readiness

• Stay ahead of digital trends and generative AI search capabilities; ensure content strategies support AI‑powered product discovery and answer emerging shopper queries.
• Collaborate with digital product and technology teams to future‑proof content for seamless integration with AI search, voice assistants, and new retail technologies.

Testing & Optimization

• Plan and execute A/B and multivariate tests to optimise PDP content, imagery, and layout for conversion and engagement.
• Build test‑and‑learn roadmaps, partnering with creative, SEO, and analytics to develop hypotheses, measure results, and scale winning solutions.

Cross‑Functional Leadership

• Build and maintain strong relationships with creative, retail, media, data and analytics, and external agency/vendor partners to ensure content provides a holistic solution to the business.
• Guide and mentor account specialists, copywriters, and designers, fostering a high‑performance, collaborative team culture that embraces and executes best‑in‑class content.

Best Practice & Playbook Development

• Develop and maintain digital playbooks, content strategy and wireframe recommendations, and process documentation for content strategy, ensuring alignment with retailer requirements and evolving industry standards.
• Educate and provide POVs to internal and external partners on digital shelf, retail UX, and AI search best practices.

Project & Stakeholder Management

• Manage multiple, concurrent large‑scale projects, prioritising initiatives based on business impact and resource availability.
• Communicate content strategies, roadmaps, and test results to stakeholders at all levels, translating complex concepts into actionable recommendations.
• Participate in account team briefings, collaborate with creative team on recommendations, review creative outputs, and inform measurement plans or program recaps across content, retail, media, and data/analytics teams.

Who you are

• 5+ years’ experience in content strategy, digital UX, or eCommerce, with a focus on retailer or digital shelf environments.
• Deep knowledge of retailer platforms (Amazon, Walmart, Target, etc.), digital shelf requirements, and eCommerce content trends.
• Demonstrated ability to apply category, brand, and search insights to drive content and UX strategies.
• Experience with content management systems (CMS), PIM tools (e.g., Salsify), and analytics platforms (GA4, Data Studio, etc.).
• Strong understanding of AI, generative search, and emerging digital retail technologies.
• Excellent communication, collaboration, and leadership skills; proven ability to influence cross‑functional teams.

Key Competencies

• Strategic, insight‑driven thinker with strong user empathy.
• Skilled storyteller and persuasive communicator.
• Passionate about digital innovation, test‑and‑learn, and continuous improvement.
• Agile project manager able to balance multiple priorities and deadlines.

Salary Range

$110,000 USD – $120,000 USD

Working at Flywheel

• Office hubs across the globe where team members can work productively, feel inspired, and stay connected—teams visit Hub Offices 3× a week.
• Flexible vacation time.
• Great learning and development opportunities.
• Benefits that help you live your best life.
• Parental leave and benefits.
• Volunteering opportunities.
• ERGs for inclusion and identity topics.
• Background check required for the hired candidate.

The Interview Process

Every role begins with an introductory call with our Talent Acquisition team to assess company and values fit and your professional experience. Subsequent stages include 1:1 meetings with team members, skill assessments such as a take‑home assignment or live coding exercise, and a final discussion of the process.

Inclusive Workforce

Flywheel Commerce Network’s goal is to create a culture where all individuals of all backgrounds feel comfortable bringing their authentic selves to work. We are an Equal Opportunity Employer and participate in E‑Verify. All applicants will receive fair consideration for employment regardless of race, color, religion, sex, sexual orientation, age, marital status, gender identity, national origin, disability, or any other legally protected characteristic in the location in which the candidate applies.

If you have any accessibility requirements that would make you more comfortable during the application and interview process, please let us know at [e-mail] so that we can support you.

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