In this special episode, we dive deep into the heart of the evolution of Flickr with Ben MacAskill, the COO of SmugMug and Flickr (and TWiP!) After leading a celebratory photowalk group down The Embarcadero in San Francisco, Frederick sat down with Ben to discuss the pivotal moments, challenges, and triumphs that have shaped the platform and an entire generation of photographers and visual storytellers. From its early days to its acquisition by SmugMug, Ben shares insider stories, personal insights, and a glimpse into the future of this iconic digital space. Listen to the full interview and join us in celebrating two decades of Flickr!! About Ben MacAskill Ben MacAskill is a prominent figure in the digital photography world, serving as the President and COO of SmugMug, Flickr, and This Week in Photo (TWiP). With a career spanning over two decades, he has dedicated his professional life to enhancing online experiences for photography enthusiasts. Under his leadership, SmugMug, a family-run company founded in 2002 by his family members Don and Chris MacAskill, has grown into a leading image hosting and sharing service. It offers a platform for users to upload photos and videos, sell digital and print media, and provide specialized services for professional photographers. Notably, SmugMug acquired Flickr in 2018, a move to revitalize the iconic photo-sharing service. Ben has played a crucial role in this transition, ensuring the preservation and growth of Flickr's extensive photo collections for future generations. His efforts have also extended to establishing The Flickr Foundation, an initiative focused on safeguarding photography's cultural and historical value for posterity. * Flickr: http://www.flickr.com * Join the TWiP Flickr Group: https://www.flickr.com/groups/twip Key discussion points: * Flickr's Core Mission and Vision: Emphasizing the platform's dedication to elevating the artistry and memories of photographers, Ben outlines Flickr's commitment to serving as a nurturing space for photography enthusiasts. Timestamp: 00:06:30 * Strategic Acquisition and Growth: Ben reflects on SmugMug's acquisition of Flickr, shedding light on the aligned values and aspirations to preserve Flickr's legacy while steering it toward sustainable innovation. 00:10:45 * Overcoming Technical Challenges: The conversation dives into the monumental effort of migrating Flickr's vast data to AWS, highlighting the technical hurdles and strategic triumphs that ensured Flickr's operational resilience. 00:15:20 * Community Engagement and UI Enhancements: Ben discusses Flickr's focus on fostering community engagement and the ongoing efforts to enhance the user interface, balancing new feature integration with maintaining the platform's core user experience. 00:20:55 * Embracing Artificial Intelligence: Offering insights into the role of AI in photography, Ben presents a thoughtful perspective on AI's creative potential and ethical considerations within Flickr's ecosystem. 00:25:40