326: Leadership Shifts: Embracing Change in Business with Mike Krupit

The leadership style that got you promoted can quietly become the thing that holds you back. When you move from building great work to leading people, the rules change fast, especially for technical founders and high-performing individual contributors who suddenly wake up running a business instead of writing code.We sit down with Mike Krupit, a serial entrepreneur and executive coach who has lived the journey from software engineer to CTO, COO, and CEO across eight startups. Together, we break down why humans are not deterministic, why “best performer” promotions often fail, and why not everyone should be pushed into people management. We also dig into smarter organizational design: building roles around real strengths and creating dual career ladders so experts can grow without becoming reluctant managers.Then we tackle the pressure cooker topic leaders cannot avoid: AI disruption. Mike shares how to lead through uncertainty when technology moves faster than people can grow, why overcommunication beats silence, and how to run real two-way dialogue that addresses fear without pretending you have perfect answers. We close with a practical lens for situational leadership: knowing when to go into founder mode, when to step back into trust mode, and how to let teams learn through safe mistakes that build ownership.If you’re focused on leadership development, change management, founder to CEO growth, or navigating AI at work, you’ll leave with clear questions to ask and moves to try this week. Subscribe, share this with a leader who needs it, and leave a review so more people can find the show.🌐 Connect with Mike:• Website: https://www.trajectify.com/• LinkedIn: https://www.linkedin.com/in/mkrupit/• Instagram: https://www.instagram.com/mkrupit/Send us Fan MailThe Thrive Careers Podcast My career wasn’t a straight line—it was a series of pivots, survival jobs, and...Listen on: Apple Podcasts   Support the show✅ Follow The Leadership Project on your favourite podcast platform and listen to a new episode every week!📝 Don’t forget to share your thoughts on the episode in the comments below. 🔔 Join us in our mission at The Leadership Project and learn more about our organisation here:  https://linktr.ee/mickspiers 📕 You can purchase a copy of the Mick Spiers bestselling book "You're a Leader, Now What?" as an eBook or paperback at Amazon: https://www.amazon.com/dp/B09ZBKK8XVIf you would like a signed copy, please reach out to [email protected] and we can arrange it for you too.If you're thinking about starting a podcast or upgrading your hosting, Buzzsprout is a great option! This link will give both of us a $20 credit when you upgrade:👉 https://www.buzzsprout.com/?referrer_id=1701891Create forms easily with Jotform! Sign up with my link: https://www.jotform.com/?referral=AkWimLxOBzGet extra Dropbox space—sign up with my link: Dropbox Referral LinkWise Referral link: https://wise.com/invite/dic/michaels11434Strea...