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August 19, 2025 35 mins
In this high-impact episode of The Entrepreneurial You, host Heneka Watkis-Porter welcomes Jordan Calderon—two-time exited founder, Gen Z entrepreneur, and President of Strat Dev, one of the top 100 marketing firms in the United States. Jordan shares his journey of building businesses with long-term purpose over short-term hype, offering a refreshing perspective on sustainable scaling, employee empowerment, and betting on yourself in the face of acquisition offers. What You’ll Learn in This Episode: • Why Jordan turned down 11 acquisition offers to bet on his own growth • How his early startup success led to multiple exits before age 30 • The power of employee-first company culture in driving performance • How embracing authenticity helped Jordan build trust and credibility • Strategic insights on innovation, TikTok, AI, and future-proof marketing • How financial freedom fuels entrepreneurial risk-taking • Why control and purpose matter more than flashy exits • Details about upcoming leadership events to connect and grow COMMUNITY CONNECTION: Let us take a quick break to connect with the incredible community. Leadercast Kingston is set to return this October, uniting visionaries and innovators for a powerful day of actionable learning and meaningful connection. Then in November, it is time to pack those bags for the transformative LeadHerShip Cruise — four days of workshops, masterminds, and high-impact networking aboard Royal Caribbean’s Liberty of the Seas. Fun fact: this extraordinary ship includes a surf simulator and a cupcake shop, offering something for every leader on board. To get more details or reserve a spot, listeners are encouraged to reach out via email at heneka@henekawatkisporter.com or WhatsApp at 876-849-2571. The team also welcomes questions and feedback about today’s episode. CONTACT JORDAN CALDERON: Website: https://www.jordancalderon.me/ Instagram: https://www.instagram.com/itsjordancalderon/ LinkedIn: https://www.linkedin.com/in/jordan-a-calderon/ Twitter X: https://x.com/jordancalderon TRENDING NOW: Here’s a trend worth noting: According to recent studies, 64% of high-growth companies are now prioritizing sustainable, customer-centric strategies over flashy, short-term wins. Meanwhile, marketing agencies that focus on ROI and authentic storytelling are seeing a 40% higher client retention rate. Jordan’s approach is right on the pulse of what’s working in business today. If you enjoyed this episode of The Entrepreneurial You, subscribe on Spotify and Apple Podcasts, leave a rating, and share it with your friends. Visit henekawatkisporter.com to download a free eBook on how to conduct podcast interviews like a pro! RELATED EPISODES YOU MIGHT ENJOY: Discover more episodes that offer valuable insights, inspiration, and practical tips to help you on your entrepreneurial journey. • Building Influence: Harnessing Thought Leadership to Create Your Legacy With Nicky Billou • Unlocking Abundance: Embrace the Warrior’s Mindset for Entrepreneurial Success With Martin Salama AFFIRM WITH ME: I am committed to growing my business with intention, integrity, and the right mindset. LISTEN & SUBSCRIBE: Spotify: https://bit.ly/TEYSpotify Apple Podcasts: http://apple.co/2nDEbsZ POWERED BY OUR SPONSORS: Thanks to our sponsors henekawatkisporter.com & the Jamaica Stock Exchange Learn more about your ad choices. Visit megaphone.fm/adchoices
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