Conversations with Sekani · Sep 21, 2026 · 25:36
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Ryan Drumheller is an IT leader, fractional CIO, and founder of Stellar Horn Group, where he helps businesses cut through the noise of technology and AI to create real, measurable results.
With more than 20 years of experience in IT and leadership, he has led major mergers and acquisitions, cybersecurity programs, and enterprise transformations while building and mentoring high-performing teams. He’s also the host of the Decline Invite podcast, sharing direct, practical conversations on leadership, AI, business, and personal growth — without the hype or fluff.
In this grounded conversation, Ryan shares:
• How technology became central to his life from a young age
• The biggest lessons his 20s taught him about growth and ambition
• Why mindset and empathy matter more than technical skill alone
• What most businesses misunderstand about AI
• Why so many AI projects fail (and how to avoid it)
• The real impact of AI on jobs — change vs. replacement
• Practical advice for young professionals entering tech today
If you’re in your 20s navigating tech, AI, or early career growth and tired of the hype, this episode delivers clear, no-nonsense insight.
Timestamps below ⬇️
#RyanDrumheller #AI #TechLeadership #CareerAdvice #ConversationsWithSekani
Connect with Ryan Drumheller
Website:https://doglegdigital.com/
LinkedIn:https://www.linkedin.com/in/ryan-drumheller/
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Chapters
0:00 - Intro & Welcome Ryan Drumheller
1:40 - Early Interest in Technology
8:15 - Lessons from His 20s on Growth & Ambition
15:30 - The Importance of Mentorship
23:10 - Mindset vs. Technical Skill for Young Professionals
31:45 - What Businesses Misunderstand About AI
40:20 - Why Most AI Projects Fail
48:50 - AI and Jobs: Change vs. Replacement
57:15 - Practical Advice for Navigating Tech Today
Episodes: Conversations with Sekani