“I won’t pretend it doesn’t sting.”
Andrew Gilbert, Vice President of Advertising at Afterpay, has confirmed his role will conclude as part of a broader global restructure across parent company Block.
In a LinkedIn post, Gilbert said he had learned on Friday that his position would end as the company reshapes its operations.
“I understand the business rationale. Markets shift. Companies refocus. But restructures aren’t headlines, they’re people. Teams who built something meaningful. Late nights. Ambition. Belief,” Gilbert wrote.
Gilbert said that over the past 24 months his team had built and scaled the Afterpay Ads business, including its partnership with Yahoo DSP and the development of a revenue-generating media capability inside the payments platform.
“We built the strategy, the operating model, the partnerships and the team,” he said.
“We proved that commerce media can thrive inside a payments ecosystem.”
He added that the advertising unit was designed to align with Block’s broader mission of expanding access and driving economic empowerment across the financial system.
“Helping merchants grow. Giving consumers more control. Creating opportunity. That mission matters.”
Gilbert said his immediate focus is to support other team members affected by the restructure and to help connect talent with new opportunities across media, fintech, partnerships, and strategy.
“Moments like this are a reminder that businesses are built by people, and people carry the real weight,” he said.
“As AI reshapes our industry, I’m excited by what it unlocks. But it won’t replace judgement, conviction or the power of aligned teams. Technology scales. People lead.”
Mediaweek has reached out to Afterpay for a comment
He closed by saying he remained proud of what the team had built and ready for the next chapter.
“Proud of what we built. Grateful for the people. Ready for what’s next.”
Top Image: Andrew Gilbert