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Art & Confidence with Ashley Longshore

December 1, 2025 · 36 min

Show notes

In this episode of the Creative Kind, I’m joined by New York-based mixed media artist Ashley Longshore. Known for her larger-than-life personality and equally bold pop-infused paintings, Ashley’s work collides Hollywood glamour, consumerism, and cultural icons.


Ashley discusses her defiance of the traditional art world by building her own company to avoid the standard 50% gallery cut, stating that this move was driven by her business-minded approach rather than confidence. The conversation delves into her journey of marketing and selling her art independently, using creative strategies that bypass conventional gallery systems. Ashley emphasizes the importance of grit, resilience, and a strong inner monologue, sharing her experiences of starting out with minimal resources and networking creatively to sell her work. She highlights the role of self-love, authenticity, and the necessity of learning to discuss money openly as an artist. Additionally, Longshore touches upon her charitable efforts, such as the Ashley Longshore Charitable Trust, which supports young artists.


Find Ashley here on her website or  here on instagram

You can find the podcast here

Thanks so much for listening! Feel free to rate, review & share if you enjoyed it, this helps other people find the show



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