Senior Technical Enablement Architect

Contentful
Chicago, IL

About the opportunity

The Customer Insights & Adoption (CIA) team is hiring a senior architect to lead internal technical enablement across Contentful’s product portfolio and recommended ways of building. You will serve as a deeply technical, highly cross-functional subject matter expert who empowers internal teams, customers, and partners to adopt Contentful with confidence and consistency. You’ll apply your industry experience, consultative leadership, and passion for teaching to build scalable programs and toolkits that drive a shared understanding of what good looks like, inform product innovation, and guide business strategy.

What to expect?

  • Own and evolve internal technical enablement on Contentful product features, implementation patterns, and best practices for the Customer Experience organization (e.g. Customer Success Management, Professional Services, Learning Services, Customer Support Engineering) and cross-functional teams (e.g. Sales Engineering, Partnerships)
  • Serve as a company-wide Contentful subject matter expert by engaging closely with internal teams to develop prescriptive implementation guidance and synthesize it into workshops, enablement materials, tools, examples and other resources
  • Establish a strategic, scalable technical enablement practice that supports continuous education, centralized knowledge sharing, and consistent understanding across teams, customers, and solution partners
  • Collaborate with Product, Product Marketing and Demo teams throughout the product development lifecycle to evaluate new features, provide actionable feedback, and influence decisions as a trusted advisor
  • Coordinate closely with Professional Services to translate customer implementation insights into impactful enablement content; coordinate with Learning Services and Developer Experience to ensure messaging and guidance are aligned across courses, training, and documentation
  • Create, curate, and maintain a library of enablement materials including feature usage guidance, prescriptive patterns, use cases, discovery questions, and architectural recommendations
  • Develop and deliver internal workshops and technical training that effectively support both technical and non-technical audiences; model excellent virtual facilitation and learner engagement techniques
  • Contribute to and help lead strategic enablement initiatives, such as starter kits, maturity models, trial environments, and other cross-team projects that strengthen our internal, customer, and partner ecosystem
  • Support Customer Success Managers and Partner Managers as a technical advisor during select customer and partner engagements, providing clarity on architecture, implementation decisions, and best practice adoption

What do you need to be successful?

  • 6+ years of experience in solutions architecture, technical consulting or a similar technical role, ideally in a digital experience platform environment or solution services agency
  • Deep familiarity with content management systems, composable architecture, and modern web development patterns (e.g. headless CMS, API-first)
  • Practitioner-level code proficiency, including comfort working with modern web frameworks (e.g. React, Next.js), APIs, SDKs, and developer tooling, with the ability to critically evaluate implementation approaches
  • Proven ability to translate complex technical concepts into clear, actionable guidance for both technical and non-technical audiences, including in writing, workshops, and live facilitation
  • Strong track record of building and scaling technical enablement programs, knowledge bases, or enablement practices in a cross-functional environment
  • Experience working closely with Customer Success, Professional Services, Sales Engineering, or Partner teams in a customer-facing or internal advisory capacity
  • Excellent consultative and communication skills, with the ability to influence stakeholders and drive alignment across teams
  • Demonstrated ability to synthesize customer and field insights into prescriptive patterns, architectural recommendations, and reusable enablement assets
  • Comfortable taking ownership of strategic initiatives from ideation through execution
  • Experience designing and delivering engaging virtual training and workshops with strong learner engagement techniques
  • Collaborative mindset with a passion for teaching, knowledge sharing, and elevating the technical capability of those around you

What's in it for you?

  • Join an ambitious tech company reshaping the way people build digital experiences
  • Full-time employees receive Stock Options for the opportunity to share in the success of our company
  • Comprehensive healthcare package covering 100% of monthly health premiums for employees and 85% of costs for your dependents.
  • Fertility and family building benefits, including a lifetime reimbursable wallet to support your growing family.
  • We value Work-Life balance and You Time ! A generous amount of paid time off, including vacation days, sick days, compassion days for loss, education days, and volunteer days
  • Company paid parental leave to care for and focus on your growing family
  • Use your personal annual education budget to improve your skills and grow in your career
  • Enjoy a full range of virtual and in-person events, including workshops, guest speakers, and fun team activities, supporting learning and networking exchange beyond the usual work duties
  • An annual wellbeing stipend to care for your physical, financial, or emotional health
  • A monthly communication stipend and phone hardware upgrade reimbursement.
  • New hire office equipment stipend for hybrid or distributed employees. Get the gear you need to work at your best.

Illinois Salary Statement: The salary range displayed is specifically for those potential hires who will work or reside in the state of Illinois if selected for the role. Any offered salary is determined based on internal equity, internal salary ranges, market data/ranges, applicant's skills and prior relevant experience, certain degrees and certifications (e.g. JD/technology), for example.

Illinois: $149,000- $201,000

[This position is eligible for equity awards in accordance with the terms of Contentful’s equity plans.]

Who are we?

Contentful is a leading digital experience platform that helps modern businesses meet the growing demand for engaging, personalized content at scale. By blending composability with native AI capabilities, Contentful enables dynamic personalization, automated content delivery, and real-time experimentation, powering next-generation digital experiences across brands, regions, and channels for more than 4,200 organizations worldwide. More than 700 people from more than 70 nations contribute their energy and creativity to Contentful, working from hubs in Berlin, Denver, San Francisco, London, New York, and distributed worldwide.

Everyone is welcome here!

“Everyone is welcome here” is a celebrated component of our culture. At Contentful, we strive to create an inclusive environment that empowers our employees. We believe that our products and services benefit from our diverse backgrounds and experiences, and we are proud to be an equal opportunity employer. All qualified applications will receive consideration for employment without regard to race, color, national origin, religion, sexual orientation, gender, gender identity, age, physical [dis]ability, or length of time spent unemployed. We invite you to apply and join us!

If you need reasonable accommodations at any point during the application or interview process, please let your recruiting coordinator know.

Please be aware of scammers who may fraudulently allege to be from Contentful. These types of fraud can be carried out through copycat websites, fake email addresses claiming to be from our company, or social media. We do not ask for your personal information, such as bank account numbers, identification numbers, etc, through social media or chat-based apps, nor do we request or send money for the purchase of business equipment. If you suspect fraud, please report it to your local authorities, as well as reach out to us at [email protected] with any information you may have.

By clicking “Apply for this job,” I acknowledge that I have read the “ Contentful’s Candidate Privacy Notice ” and hereby consent to the collection, processing, use, and storage of my personal information as described therein.

Posted 2026-03-21

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