Adeline Yaw

AI Integration Specialist (Happiness Engineer) @ Automattic

  • > cat ai-squad-overview.md

    One of the most common questions I get from colleagues is: “What exactly does the AI Squad do?” So I thought I’d write a proper overview of how our team works, what we focus on, and why it matters.


    The mission

    The AI Squad exists to make WordPress.com’s AI support bot as accurate, helpful, and ‘human-feeling’ as possible. Our bot handles thousands of support conversations, and our job is to make sure those conversations are genuinely useful for the people on the other end.


    How we work

    Our process revolves around a few key activities:

    // feedback reviews — Squad members regularly review our bot’s responses to evaluate quality. We look at accuracy, tone, completeness, and whether the bot genuinely resolved the user’s issue. These reviews feed directly into improvements.

    // data analysis — I track bot statistics, accuracy rates, CSAT scores, and escalation patterns. When something trends in the wrong direction, we investigate and act.

    // cross-team collaboration — We don’t work in a silo. We partners closely with teams to ensure our priorities align with the broader division strategy.

    // weekly reporting — Every week we publish detailed updates. This keeps everyone informed and creates a transparent record of our progress.


    Why it matters

    AI in customer support isn’t about replacing human support. It’s about handling routine questions quickly and accurately so that our Happiness Engineers can focus on complex, high-value interactions. When our bot gets it right, users get faster help and our Happiness Engineers can spend their time where it counts most.

    That’s the balance we’re always working towards.

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  • > changelog –role-update

    In July 2025, I stepped into a new role at Automattic: AI Integration Specialist for WordPress.com. After years as a Happiness Engineer helping WordPress.com users directly, I’m now leading a team focused on making AI-powered customer support smarter and more effective.


    Why the shift

    For years, I watched AI tools evolve from simple chatbots into genuinely useful support assistants. At WordPress.com, we introduced our AI support bot and I became increasingly involved in reviewing its responses, analyzing its accuracy, and figuring out how to make it better.

    When the opportunity came, it felt like a natural next step. I already knew the support landscape inside and out. Now I could focus entirely on the intersection of AI and customer experience.


    What the role involves

    My day-to-day includes collaborating with colleagues, on different teams to keep our AI initiatives aligned with the bigger picture. I coordinate bot response reviews with Squad members, publish weekly updates, and dig into our Bot’s trends and patterns to find opportunities for improvement.

    It’s a mix of strategy, data analysis, coordination, and hands-on evaluation. Every day is different, and I love that.


    What’s ahead

    I’ll be sharing more about this journey and what I’m learning about AI in customer support, the challenges we’re tackling, and the wins along the way.

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  • The course “Building Online Courses” on WordPress.com aims to transform your love for teaching into a worldwide influence. It walks you through the full journey of setting up an online course, from conception to going live. The curriculum delves into both the ‘how-to’ and the ‘why’ behind creating a course, exploring options like WordPress.com’s native features and Learning Management Systems such as Sensei. The course is designed to help you reach a global audience, provide flexible learning options, and open new revenue streams, all while fostering a learning community.

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