In today’s Checkout episode, we are joined by Aaron Woolf, founder of Trendii, a platform revolutionising the way we shop by integrating product recommendations into digital content. Aaron shares an interesting purchase of a mysterious shoe cleaning paste from Instagram and discusses his admiration for retailers like Incu and Farfetch and highlights the tech he relies on to run his business. He shares some sources of inspiration including Shoe Dog: A Memoir by the Creator of NIKE and The Chimp Paradox by Dr. Steve Peters and highlights the importance of balancing work and downtime in the fast-paced world of ecommerce.

Check out our full-length interview with Aaron Woolf here:

The Power of Contextual Advertising: Insights from Aaron Woolf of Trendii | #433

About our guest:

With over 15 years of experience in online marketing, Aaron has a deep understanding of the challenges and opportunities in the digital landscape and how to leverage data, technology and creativity to deliver value for clients and users. As the Founder and CEO of Trendii, Aaron leads a passionate and talented team that helps brands enhance sales and engagement through innovative, user-friendly shopping experiences. Using proprietary AI and computer vision, they connect media content with shoppable products, enabling creators, platforms and publishers to monetise their work while offering users a more engaging, personalised shopping journey.

About your host:

Nathan Bush is the host of the Add To Cart podcast and a leading ecommerce transformation consultant. He has led eCommerce for businesses with revenue $100m+ and has been recognised as one of Australia’s Top 50 People in eCommerce four years in a row. You can contact Nathan on

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