In this episode, I sit down in Chicago with media personality and dating powerhouse Kendra G for a real, hilarious, and inspiring conversation about betting on yourself — even when it means walking away from a steady paycheck. Kendra opens up about the courage it took to leave traditional career paths, build her wildly successful online dating show, and trust her vision when the path wasn’t always clear.We talk entrepreneurship, evolving identity, and what it really looks like to pivot when your life no longer fits who you’re becoming. From her move from Chicago to LA to navigating success, visibility, and womanhood in real time, this episode is packed with laughs, gems, and classic girl talk. It’s a reminder that growth can be scary, faith is louder than fear, and sometimes the biggest glow-up starts with a leap. Learn more about your ad choices. Visit megaphone.fm/adchoices