In this episode of the Future-Proofed Podcast, host Brent Muller dives into an inspiring founder story with Ryan Massie, President and Co-Owner of Syssero Inc. — a people-first consulting firm specializing in Workday solutions. Ryan shares how he transitioned from being a fine arts professor to building a multi-faceted consulting company that champions empathy, self-sufficiency, and long-term client success. Discover how Syssero is transforming how enterprise services are delivered, why AI should serve humans, not replace them, and how to build trust in a world of fear-based selling. From philosophy to frameworks, this is a lesson in scaling with heart.

00:00 – Intro from Brent Muller
01:00 – Ryan’s path from fine arts to tech
03:00 – Leaving academia after becoming a dad
05:00 – Discovering Workday and early industry insights
07:00 – Partnering with Amber Lowry and starting Syssero
09:00 – How Syssero’s client-first approach took shape
11:00 – The 3 core differentiators of Syssero
14:00 – Redefining managed services with empathy
17:00 – Why helping clients become self-sufficient is the goal
19:00 – The rise of AI and human creativity
22:00 – Using AI as a sounding board and writing assistant
28:00 – Funny road trip story: Amber vs. AI stamina
32:00 – How AI will shift how we define productivity
35:00 – Magic wand: eliminating fear-based sales tactics
38:00 – How to connect with Syssero Inc.

🔗 Connect with Ryan:
🌐 Website: https://syssero.com/
💼 LinkedIn: https://www.linkedin.com/in/ryan-massie-022591149/

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