5 Signs Your Executive Role Is About to Change Significantly

By Alex Kudinov & Cherie Silas

Eight months. That’s how long the signals were visible before the executive sitting across from me finally connected them into a pattern.

She wasn’t oblivious. She ran a $400M P&L, had navigated three acquisitions, and could read organizational dynamics better than most political consultants read polls. But when I asked her to walk me backward through the timeline – when her role actually started shifting – she landed eight months before her company announced the “strategic workforce optimization initiative.”

The data was there. The pattern was there. She just didn’t know what she was looking at.

Most executives don’t. Not because they lack intelligence, but because the signals of AI-driven role transformation look almost identical to ordinary organizational change – until they compound.

Why Most Executives Miss the Signals

The numbers create a useful paradox. Of the 54,883 AI-attributed layoffs in 2025, executives represent a small fraction. Yet 78% of organizations now use AI in at least one business function – up from 55% just a year ago. Something is clearly happening. But the impact on what’s happening to executive roles is diffuse enough to miss if you’re not watching for specific patterns.

Here’s the trap: individual signals look like normal business evolution. A restructured team. A new technology initiative. A shifted reporting line. Each explanation is plausible in isolation. What makes AI-driven transformation different is the compounding effect – and the speed at which signals accumulate once they start.

Any one sign is noise. Three or more is signal. Five is a pattern you can’t afford to ignore.

The distinction between strategic intelligence and paranoia isn’t whether you’re watching for signals – it’s whether you have criteria for what constitutes a signal worth acting on.

Sign #1: Your Strategic Time Is Shrinking

Track your calendar for the past month. Not what’s scheduled – what you actually did with your time. If you’re spending more hours reviewing AI-generated outputs than you spent making decisions that required your judgment, that’s Sign #1.

A CFO I work with noticed his capital allocation discussions had compressed from quarterly strategic debates to monthly approval sessions. The analysis was better than ever – faster, more comprehensive, with scenario modeling he couldn’t have staffed six months prior. But his role had shifted from “the person who decides where capital flows” to “the person who validates where the model says capital should flow.”

The distinction matters. Tasks are being absorbed. That’s not necessarily a problem – unless tasks were what differentiated you. The PURPOSE AUDIT™ framework exists precisely to help executives distinguish between what AI is absorbing (often a relief) and what remains irreducibly theirs (where differentiation now lives).

Sign #2: Your Team’s Questions Have Changed

What does your team come to you for?

When AI handles analysis, forecasting, and first-draft creation, the questions that escalate change character. Teams stop asking “what should we do?” and start asking “is this the right interpretation?” or “should we override the recommendation?”

A CMO in consumer goods described it this way: “My team used to bring me three campaign concepts and ask which one we should pursue. Now they bring me one AI-generated concept that outperformed our historical benchmarks and ask whether we should trust it.”

The question isn’t whether you can answer the new questions. It’s whether you noticed the old questions stopped coming.

If your team has stopped asking certain categories of questions – if entire domains of your expertise are simply no longer escalated – that’s information about how your organization perceives where human judgment adds value.

Sign #3: New Governance Structures Are Forming Around You

26% of organizations now have a Chief AI Officer, up from 11% in 2023. That’s the visible indicator. The subtler one: governance structures are forming around AI deployment, data strategy, and algorithmic accountability that may or may not include you.

When a CTO at a financial services firm found himself invited to every AI governance meeting but discovered infrastructure decisions were being made without him, he initially interpreted it as prioritization. “They need me for the strategic AI discussions.” Six months later, his infrastructure team reported to a newly created VP of Platform Engineering.

The question to ask: Are new structures incorporating your role, or routing around it?

Watch for cross-functional initiatives you’re not invited to. Watch for decisions that used to require your sign-off that now happen without it. Watch for new peer-level roles being created that overlap with responsibilities you considered yours.

By 2029, 10% of global boards will use AI guidance to challenge executive decisions. Governance is changing at every level. The question is whether you’re part of the new structures or subject to them.

Sign #4: Your Employer’s AI Strategy Raises Questions

Not every organization handles AI transformation well. If you’re seeing warning signs your employer is over-automating – cutting headcount before understanding which capabilities require human judgment, making public pronouncements about AI efficiency while customer satisfaction declines – that’s Sign #4.

This one isn’t about your skills. It’s about context. Even executives whose capabilities are well-positioned for the AI era can find themselves trapped in organizations making poor transformation decisions. The 55% of companies that now regret AI-driven layoffs? Someone was the executive caught in those decisions.

Your career exists within an organizational context. If that context is moving in directions that concern you, the signal isn’t about your capability – it’s about your positioning.

The executives who get hurt aren’t always the ones who failed to adapt. Sometimes they’re the ones who stayed too long in organizations that adapted badly.

Sign #5: You’re Being Asked to Justify Your Existence

This one’s uncomfortable, so let’s be direct: If conversations about your role’s value have shifted from assumed to defended, that’s Signal #5.

It doesn’t always look like explicit questioning. Sometimes it’s budget justification that feels newly forensic. Sometimes it’s requests to “document your team’s impact” that didn’t exist before. Sometimes it’s a strategic planning process that asks every function to defend its contribution – and you notice you’re working harder on your justification than peers whose work is more visibly quantifiable.

The executives most vulnerable here are those who built careers on capabilities that were difficult to measure but clearly valuable. Relationship management. Organizational navigation. Pattern recognition across domains. These capabilities didn’t need measurement because everyone could see they mattered.

AI changes that calculation. When algorithms can demonstrate measured improvement in forecasting accuracy or customer engagement, capabilities that can’t be measured start looking less essential – whether they are or not.

The PURPOSE AUDIT™ helps here too: not to defend what you do, but to clarify what remains irreducibly yours. Sometimes the answer reveals that your highest-value contributions were never the things you spent the most time on.

What These Signs Mean for Your Career

Recognizing signals is necessary but not sufficient. The difference between executives who thrive through transformation and those who don’t isn’t awareness of change – it’s whether they assess and act before the organization decides for them.

These signs don’t mean your career is over. They mean it’s transforming – and you get to decide whether you’re shaping that transformation or having it shaped for you.

The critical question isn’t “should I be worried?” The critical question is: “Of the work I do, what’s automatable and what’s irreplaceable?” That’s exactly what the full vulnerability assessment is designed to answer.

If you’re seeing three or more of these signs, you’re not being paranoid. You’re being strategically intelligent. The career transition support that serves executives best starts from clear-eyed assessment, not crisis response.

The executives who navigate transformation successfully aren’t the ones who saw it coming. They’re the ones who assessed their actual position and moved before the decision was made for them.

 

Is AI Actually Coming for Your Role?

Take our 5-minute assessment to separate signal from noise. Ten questions that reveal whether your AI career concerns are justified – and what to do about them.

 

Frequently Asked Questions

How do I distinguish AI-driven transformation from normal organizational change?

Normal change affects specific projects or initiatives. AI-driven transformation affects how decisions get made across the organization. If you’re seeing changes in who gets consulted, what gets escalated, and how value is measured – simultaneously across multiple domains – that’s the pattern to watch.

One sign is noise. Two might be noise. Three warrants serious attention. The purpose of this framework isn’t to create anxiety about every organizational shift – it’s to help you distinguish between signals that require response and noise that doesn’t.

Not as your first move. Assess your own position first. The PURPOSE AUDIT™ gives you language and clarity before you have conversations that might affect how you’re perceived. Coming to leadership with “I’ve assessed my situation and here’s my plan” is very different from “I’m worried about AI.”

The specific manifestations vary, but the patterns are consistent. Financial services might see more algorithmic governance. Technology might see faster timeline compression. Consumer goods might see more marketing and supply chain automation. The five signs apply across industries – the examples just look different.

The executives I work with who navigate transformation successfully typically have 12-18 months from pattern recognition to major role impact. That sounds like plenty of time until you realize how long genuine skill development, network cultivation, and positioning actually take. Starting now isn’t panic – it’s prudence.

Keep a simple log. Once a month, note anything that fits the five categories. Don’t interpret each entry – just record. After three months, patterns either emerge or they don’t. Data beats anxiety.

Transform, Pivot, Reinvent, or Portfolio - Which Path Fits?

The TRANSITION BRIDGE™ Assessment evaluates five criteria across 15 questions to recommend your optimal career path. Takes 10-12 minutes. Get a ranked recommendation with confidence scores.

Want a Thought Partner?

You’ve done the thinking. You have the data. But sometimes what you need isn’t another framework – it’s a conversation with someone who’s seen how this plays out across hundreds of executive transitions.

Cherie and Alex offer complimentary 30-minute consultations for executives navigating AI-era career decisions. No pitch. No obligation. Just a focused conversation about your situation.

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About the Authors

Picture of Alex Kudinov, MCC

Alex Kudinov, MCC

Alex is a devoted Technologist, Agilist, Professional Coach, Trainer, and Product Manager, a creative problem solver who lives at the intersection of Human, Business and Technology dimensions, applying in-depth technical and business knowledge to solve complex business problems. Alex is adept at bringing complex multi-million-dollar software products to the market in both startup and corporate environments and possesses proven experience in building and maintaining a high performing, customer-focused team culture.

Picture of Alex Kudinov
Alex Kudinov

Alex is a devoted Technologist, Agilist, Professional Coach, Trainer, and Product Manager, a creative problem solver who lives at the intersection of Human, Business and Technology dimensions, applying in-depth technical and business knowledge to solve complex business problems.

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Cherie Silas, MCC, ACTC, CEC

Navigating AI-driven career change? You don’t have to figure this out alone.

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