Serial Entrepreneurship: Navigating the Risks and Rewards

Guest:Jeremy LessarisSerial Entrepreneur | Founder & CEO, Payment BrokersHost:Melissa AarskaugExecutive Connect | WebsiteYouTube: @ExecutiveConnectEpisode Overview:In this episode of Executive Connect, host Melissa Aarskaug speaks with Jeremy Lessaris, a seasoned serial entrepreneur who has built and sold eight companies across different industries. Jeremy dives into the realities of entrepreneurship—from the wins to the wipeouts—offering candid insights into the evolution of payments tech, the growing influence of AI, and the art of scaling a business sustainably. Whether you're in the early stages or planning your next exit, this episode offers practical guidance on staying ahead without burning out.Timestamps:00:00 – Introduction05:30 – The Evolution of Payments Technology09:03 – Impact of AI and Machine Learning19:33 – Strategies for Scaling Businesses20:36 – Mentorship and Networking27:35 – Balancing Work and Personal LifeConnect With Us:Podcast Website: https://www.executiveconnectpodcast.comYouTube: https://www.youtube.com/@ExecutiveConnectSocial:LinkedIn: https://www.linkedin.com/in/melissa-aarskaug/TikTok: https://www.tiktok.com/@melissa_aarskaugX: https://x.com/melissaaarskaug