Rethinking Change: How Team-Enabled Transformation and AI-Enabled Change are Redefining Transformation
“Stakeholder engagement should not be a box you check. It should be your strategy.” – Trish Gregory, Prompta AI
“Imagine a world where you can harness process data, people data, cost data—and combine that with how people actually feel,” Rob said. “That’s what we’re doing now.” – Rob Allen, Aligned Outcomes
On June 4, 2025, Prompta AI co-founder Tim Morton hosted a dynamic virtual session titled Team-Enabled Transformation: Leveraging AI-Enabled Change, featuring transformation experts Rob Allen, Managing Director at Aligned Outcomes, and Trish Gregory, Executive Change Lead at Prompta AI. This session wasn’t just another discussion on digital transformation, it was a powerful look into how AI is shaping a more people-centric, data-driven, and effective approach to transformational change.
What’s Broken in Traditional Change Management?
The discussion began with an honest assessment of traditional change management. Tim reflected on a pivotal moment in 2018 when a global CIO asked, “Why aren’t you using data to drive change?” That challenge became a catalyst for Prompta to explore AI-driven methods to make transformation more people-centric and insight-driven.
Trish added historical context, recalling projects where transformations started with an org chart and ended with confusion. “All there were was high-level senior roles with names in boxes,” she explained. “There was zero thought given to the design of it or what it was going to look like when we get there.”
Rob echoed this, noting that teams often focused only on high-level structure without considering the operational systems, culture, and human elements beneath. “You would work at the top primarily, then challenge that new team to figure out the rest.”
The Cost of Leaving People Behind
A key theme throughout the session was the importance of employee sentiment. As Trish put it, “We weren’t asking them how they felt about it. Uncommunicated fear causes disruption on go-live day and beyond.” Rob built on this, emphasizing how employees were often left wondering where they fit: “Am I going to be part of it? Why am I not being asked?”
Both agreed that ignoring employee sentiment is a leading cause of transformation failure. Rob cited research from John Kotter and Behnam Tabrizi, noting that up to 70% of change
initiatives fail, not due to poor technology, but due to a lack of engagement, alignment, and emotional readiness.
The Power of “AI-Enabled Change”
What’s different now? AI-enabled change enables faster, more granular insights what really happening with the change and human sentiment. Through tools like Prompta’s AI platform and Aligned Outcomes’ digital twin technology, organizations can design transformations based on timely data, targeted insights and deep employee input.
According to Trish, it’s not just about data, it’s about who participates and when. “The earlier we start, the better,” she noted. “People see their peers in the transformation, not just the C-suite. It builds credibility and co-ownership.”
Lessons From the Field
The team shared a recent case study where they supported a large, multi-division enterprise through a failed transformation restart. Within just five weeks, they had redefined the target state using digital twin modeling and launched organization-wide AI-enabled change sentiment analysis.
“We had one overarching project manager, a senior OCM coach, and just two digital twin architects; small team, big results,” Rob explained. Rather than parachuting in with dozens of consultants, the AI-enabled change approach allowed for precision and scalability.
One breakthrough came when the client added a hesitant division mid-project. Thanks to the flexibility of the digital twin and the AI-enabled change platform, the team onboarded them without delays. “That arm of the organization went from a potential roadblock to a major champion,” Rob shared.
Measuring What Matters
AI-enabled change also helps avoid broad-brush assumptions. By segmenting data by role, tenure, or generation, etc., Trish said, “We don’t say ‘everyone takes five courses.’ We tailor the change approach based on actual needs and readiness.”
The team emphasized the shift from checking readiness boxes to ongoing measurement. “We do multiple sentiment checks,” Trish explained. “Not just before go-live, but early on, during the messy middle, and after go-live. And we share the results with leaders so they’re never guessing.”
A Call to Action: Change How We Change
In closing, the team underscored the opportunity, and responsibility, leaders now have.
Rob urged leaders to “Imagine a world where you can do these projects quickly, with enthusiastic employee engagement, and have all the complex data under your fingertips.” That world is here.
Tim concluded with the bigger picture: “We’re transforming transformation. Organizations won’t go back after experiencing this approach, because it works, and people feel it.”
As AI continues to evolve, so too must our models for change. The Prompta–Aligned Outcomes partnership offers a compelling roadmap: one that fuses technology, empathy, and insight to deliver not only efficient transformation but human transformation.
EN 
ES