Thinking about quitting your 9-to-5 to become your own boss? Not so fast! In the premiere episode of Like A Boss, host Krystle Waters sits down with serial entrepreneur (and her big brother!) Harold Waters to talk about the realities of leaving corporate America, building multiple businesses, and knowing when it's really time to take the leap. From workplace haters and expensive business mistakes to unpopular opinions about hustle culture, Harold shares the wins, setbacks, and downright unbelievable moments that come with entrepreneurship. Plus, find out which songs make their ultimate hustle playlists! Because betting on yourself is one thing. Surviving the chaos? That's another story. 🚀 Like A Boss is part of the Pilot Podcasts Network. At Pilot Podcasts, listeners help shape, test, and launch the next generation of podcasts. Join our community to discover new shows, share your feedback, and get access to exclusive opportunities. 🎧 Become a Pilot: https://www.pilotpodcasts.com/listeners 📱 Follow us on Instagram: @Pilotcasts (https://www.instagram.com/pilotpodcasts) Hosted on Ausha. See ausha.co/privacy-policy for more information.

Thinking about starting a business, launching a side hustle, or finally quitting your 9-to-5? Before you make your next boss move, let's talk about what entrepreneurship really looks like. Like A Boss is a business and entrepreneurship podcast featuring honest, hilarious, and unfiltered conversations with entrepreneurs, startup founders, and small business owners. From building a brand and making money to navigating business failures, unexpected setbacks, and hard-earned success, we're sharing the stories and lessons you won't find in a business textbook. Whether you're an aspiring entrepreneur, a side hustler, or an established business owner, Like A Boss brings you real stories, practical advice, and plenty of laughs. Hosted on Ausha. See ausha.co/privacy-policy for more information.