Thought Leadership
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May 28, 2026 12:00 PM

Change Management Masterclass: How to Lead Through Change to Make AI Rollouts Stick

Jacob Kosior, VP of Client Strategy at EliseAI, breaks down why 95% of AI projects and 70% of general business transformations fail — and what the operators actually getting it right have in common.

Drawing from MIT and McKinsey research, his own experience leading centralization at Cardinal Group, and real feedback from leading AI rollouts alongside EliseAI-powered operators, Jacob walks through a five-part framework for making change stick: building a cross-departmental "why," executing a real communication plan, proactively addressing skepticism, keeping teams focused on high-value work, and opening up new career paths.

You'll learn...

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Why most technology rollouts stall at the regional manager level, and how to clear that hurdle
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How to build a change management communication plan that reaches early adopters and skeptics alike
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What the best operators are doing onsite to define the "before and after" for their teams working alongside AI

Hosted By

Jacob Kosior

Vice President of Client Strategy
EliseAI

With over a decade of experience in property management operations, Jacob Kosior has built a career helping teams navigate change, implement new technology, and rethink the way work gets done. As the former Vice President of Centralized Services at Cardinal Group and now VP of Client Strategy at EliseAI, Jacob brings a deep understanding of both the day-to-day realities onsite and the strategic opportunities presented by AI and centralization. At EliseAI, Jacob partners with property management leaders across the country to reimagine operational structures, drive efficiency, and deliver better resident experiences through automation. He’s passionate about bridging real estate and technology - creating solutions that not only improve ROI but also reduce burnout, improve team workflows, and unlock new career paths for the property management industry.

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