Chloe Sexton didn’t plan on becoming a mom—or a business owner shipping massive cookies across the country. But life has a way of rewriting the script. When Chloe’s mother was diagnosed with brain cancer and later became pregnant, Chloe stepped up to help raise her baby sister, Charlotte. Years later, that unexpected bond transformed into guardianship. And just as Chloe was navigating pregnancy, job loss, and grief, she found herself baking cookies in her Memphis kitchen—cookies that would soon go viral.
What started as a hobby turned lifeline, Chloe’s love for Martha Stewart-level baking evolved into a full-fledged company: Chloe’s Giant Cookies, a now-booming bakery known for its decadent, oversized treats. With the support of her husband and family, Chloe grew her business into something extraordinary—all while documenting her grief, parenting, and advocacy on TikTok. From mixing dough to managing loss, Chloe shares how authenticity became her superpower.
This episode of A Fresh Story is a heart-wrenching and heartwarming look at what happens when you grieve out loud, raise a family that wasn’t part of the plan, and build a business that nourishes not just others—but your own healing. Chloe reminds us that family is what you make it, and sometimes the best fresh starts come with a side of cookies.
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On Purpose with Jay Shetty
I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!
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