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June 2, 2025 22 mins
You think hiring creatives is easy? Think again. Katelyn Bailey from Design Pickle pulls back the curtain on what it really takes to build and support a team of right-brained badasses. From AI creep in recruiting to why feedback should be part of your hiring loop, this one’s got all the juicy bits. In this episode, we talk about how Design Pickle scaled from a graphic design subscription to a full-blown creative services powerhouse—and what that meant for talent acquisition. Katelyn dives deep into the emotions behind layoffs, the nuance of recruiting creatives, and how to not sound like a corporate zombie during interviews. This limited series was recorded live at the ERE Recruiting Innovation Summit from the Chatterworks booth on the expo floor. We sat down with 20 Recruiting and TA leaders from around the world to hear what today’s best recruiters are doing to stay sharp, stay relevant, and stay ahead. Powered by Chatterworks, the platform that helps recruiters transform the way they connect with top talent. Learn more about Chatterworks here: https://chatterworks.com/ Connect with the guest: Cailean Bailey LinkedIn: https://www.linkedin.com/in/caileanbailey/ Connect with Us: William Tincup LinkedIn: https://www.linkedin.com/in/tincup/ Ryan Leary LinkedIn: https://www.linkedin.com/in/ryanleary/ Connect with us on social: Site: http://www.wrkdefined.com TikTok: https://www.tiktok.com/@wrkdefined LinkedIn: https://www.linkedin.com/company/wrkdefined Facebook: https://www.facebook.com/WRKdefined/ Twitter (X): https://twitter.com/WRKdefined Substack: https://wrkdefined.substack.com/
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