Job Specifications
About XWP
XWP has collaborated on some of the most ambitious and successful WordPress projects to bring richer technologies and delightful user experiences to the open web.
Our team of 50+ experts (from 20+ countries and 5 continents) enjoys challenging work, service-focused and collaborative teammates, and many opportunities to grow and lead. We’re a fully remote team that prizes flexibility, autonomy, and trust in the workplace, making a rewarding career accessible wherever you are and whatever stage of life you’re in.
We care deeply about mastery, teamwork, and giving. We build for the open web. And we are committed to evolving - especially as AI transforms how digital platforms are built and operated.
We are currently looking for a Chief Technology Officer (CTO) to join our Senior Leadership Team and shape the future of technology at XWP. This is a fully remote role open to candidates worldwide.
The Opportunity
This is an executive leadership role responsible for defining and stewarding:
XWP’s long-term technical vision
Our enterprise WordPress solutioning standards
Our AI engineering strategy and transformation
The technical authority that strengthens our revenue engine and market credibility
You will guide how technology differentiates XWP in the enterprise publishing and media landscape while ensuring engineering investments align with margin, growth, and long-term value creation.
You will lead our Engineering leadership team, mentor Directors of Engineering, and serve as the executive technical authority in high-stakes client and industry environments.
Who You Are
You are a recognized authority in the enterprise WordPress ecosystem
You think strategically about platforms, business models, and market positioning - not just architecture
You balance long-term vision with pragmatic execution
You believe in servant leadership and create psychologically safe, inclusive environments
You are deeply curious about AI and its impact on engineering productivity and digital agencies
You are credible with engineers, persuasive with executives, and trusted by enterprise clients
You are comfortable being an escalation point in high-stakes situations
You thrive in a fully remote, distributed environment and operate confidently across cultures and time zones
What You've Done
15–20 years of experience in digital technology environments, with progressive responsibility shaping technical direction, delivery models, or platform strategy within agency, publishing, or enterprise web organizations
10+ years of hands-on experience working with WordPress, including deep involvement in enterprise-scale implementations, solution decisions, and the broader WordPress ecosystem
5+ years in senior technical leadership roles, setting technical direction and guiding engineering organizations or leadership teams of 25+ people through growth, transformation, or organizational change
Deep expertise in enterprise WordPress architecture, including enterprise-level agency or publishing environments
Proven experience leading AI adoption and organizational transformation
Defined technical standards for large-scale platforms with security, reliability, scalability, and performance at their core
Partnered closely with Sales and Delivery to shape solutioning, estimation, and client strategy
Managed budgets and made investment decisions with margin awareness
Built credibility in the WordPress or open web ecosystem through contribution, thought leadership, or industry engagement
Experience in publishing, media, or content-driven enterprises
Significant experience working on enterprise-level WordPress properties and platforms like WordPress VIP
Bonus
Experience creating and implementing productized services or SaaS-style offerings
Active participation in open-source communities, including WordPress core contributions
Experience operating in organizations under 100 people
Familiarity with modern JavaScript frameworks and CMS architectures at scale
What You'll Do At XWP
Define XWP’s Technology Vision
Set and uphold enterprise WordPress standards for security, reliability, performance, and scalability.
Define our evolving service offerings and capability model to meet market demand.
Guide long-term architectural direction and reduce systemic rework
Own Our AI Engineering Strategy
Lead company-wide AI transformation initiatives grounded in measurable business impact
Improve productivity, delivery speed, and code quality through AI-augmented workflows
Identify and implement AI-enabled client offerings
Evaluate emerging tools and shifts in digital platform ecosystems
Strengthen Our Revenue Engine
Serve as executive technical authority in key sales engagements
Contribute to technical discovery, solutioning, and strategic estimations
Support the development of reusable, scalable service offerings
Strengthen our positioning within enterprise publishing and media markets
Engineering Leadership
Mentor and develop Directors of Engineer