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Three Mindset Shifts for Leaders Stepping Into 2026
How to Lead in the Age of AI Without Losing Human Connection
TL;DR: 2026 is another door we will step through on our way to our AI future. Will it be lonely? AI generates polished but hollow output, so leaders need to (1) focus on deep sense-making, (2) integrate AI output through human connection, and (3) build learning systems that reward feedback and iteration, not performance. With InStride Leadership, the future workplace runs on human connection alongside AI.
Last weekend in Brooklyn, I watched a video exhibit called Doors. Someone opens a door, crosses a hall, opens another, exits. Over and over.
I laughed, and then something shifted. I went from autopilot to awareness. I saw the pattern we are all living through. New roles. New identities. New expectations. New technologies. A hallway full of doors.
Change is hard. And most of the time, we try to make sense of it alone.
Technology accelerates the cycle. It changes how we work faster than we change how we relate. So we adapt quickly, often without pausing to ask what we want on the other side.
Computers. Email. Social media. Shared docs. Now AI.
AI is the next door. We did not choose for it to appear. But we do get to choose how we step through it. That choice matters, because the other side can become colder and more solitary, or more intentionally human.
I want the second option. That is why I started InStride Leadership.
Together, we can achieve more, in stride with our team, technology, and our truest self.
Here are three mindset shifts for leaders stepping into 2026.
Mindset Shift 1: From Surface Communication to Deep Sense-Making
Leadership communication used to be about the surface: better messaging, cleaner slides, tighter narratives, stronger delivery.
That still matters, but AI has shifted the baseline.
Tools like Gamma can generate an entire presentation. Gemini 3 can now give feedback on content, delivery, and slide decks. If you upload meeting transcripts, AI can sift through the mess and produce clean summaries and sharper message options.
Surface-level clarity is no longer scarce.
What is scarce is deep processing and sense-making.
The real leadership skill now lives underneath:
naming assumptions, surfacing tradeoffs, connecting the dots, and helping people make meaning under pressure.
In 2026, leaders need two types of frameworks side by side:
Deep frameworks to examine how you are thinking (example: AIM, Audience, Intention, Message)
Surface frameworks to decide what to say (example: PREP, Point, Reason, Example, Point summarized)
AI can help you draft. Read my article Leading with Clarity in the Age of AI to learn how. But humans still have to decide what is true, what matters, and what we are willing to stand behind.
Shout out: JD Schramm, Matt Abrahams, and Johann George inspired me to rethink communication tools in the age of AI. People want to learn tips, tricks, strategies, skills, and mindsets so they can grow and help others. AI can help us clarify ourselves, tune into our audience, and choose language that connects human to human. Thank you for inspiring me.
Mindset Shift #2: Humanity Amplified with AI
AI can inform, explain, and even persuade. But it cannot co-regulate. It cannot replace the trust signals that come from a real relationship.
Our nervous systems know the difference.
In 2025, many managers went from “I cannot get a clear status update” to “I’m getting a 10-page memo.”
We all know AI slop when we see it. Walls of text that feel persuasive to the writer and exhausting to the reader. Polished output with very little depth underneath.
So no, we are not banning AI. Yes, prompt engineering is a good skill.
But, in the meantime, we are going to have to own it.
The mindset shift is this: humans must own the meaning.
That means judgment, context, emotional attunement, and real dialogue, so the work stays truthful and relational.
Here is a simple practice: read it and ask, Does this sound like a human who understands the stakes? We need to train our nervous systems to do this more and more. Then do the second step, verify. Ask for a meeting and set clear expectations. If someone can’t explain it to you, then they didn’t really own the ideas.
Shout-out: First, Marco Lamina, my co-founder, and the friends and clients who have beta tested JourneyLoop with me. JourneyLoop is a coaching platform that does not replace human connection. It amplifies it. It records coaching sessions with consent and surfaces patterns for client and coach, so learning compounds over time. It symbolizes what I believe. AI works best when it deepens reflection, honesty, and growth. Second, to the peers and teachers I met this past fall at ACT Leadership Coaching (Brown University), who reminded me that friendship is a core value of mine.
Mindset Shift #3: From Performance to Learning Systems
It’s easy to perform at work. Most people equate professionalism with performance. Now AI makes it easier than ever to perform. And if organizations reward speed, polish, and certainty, AI will produce more of that. A dystopian workplace will emerge.
But if they reward curiosity, feedback, and iteration, AI becomes a learning accelerator. And we get to show up as humans to work. A recent HBR article, The 5 AI Tensions Leaders Need to Navigate, underscores this.
Systems decide what gets rewarded. And whatever we reward, AI will amplify.
The organizations people will stay in are the ones where human connection is real capital, where it is safe to say “I do not know,” share unfinished thinking, and learn out loud.
In 2026, top talent will have choices:
cold, solitary workplaces that optimize performance.
organizations that embrace AI while staying grounded in humanity, because they remember the obvious truth: the products we build are for humans.
That will take courage from leaders to choose this door to walk through.
Shout-out: Burt Alper, who helped me refine my workshops and invited me to guest lecture at Stanford GSB on communication and AI, Christina Roberts Enneking at Simplified Coach who helped me share my love of storytelling with a wider audience, and all my clients over the past year who have invited me into their workplaces to facilitate workshops. I could not do this work without you. I look forward to collaborating with more companies in 2026!
Stepping Through the Door
As leaders, we are standing in the hallway between doors.
2026 does not require rushing forward.
It requires choosing the mindset you carry with you as you step through.
If you want support building this into your leadership, here’s how:
Follow InStride Leadership
I am launching a 10-Day InStride Bootcamp in early 2026 to help leaders practice these mindset shifts in real work. Subscribe to “The Next Steps” (this newsletter), and follow me on LinkedIn and Instagram to get updates.
Start your 1:1 Coaching Journey
Embark on a personalized coaching journey built around your leadership goals and the moments that test them. Whether you are preparing for a high-stakes presentation or interview, or building long-term C-suite presence, we will work on both strategy and showing up authentically. That means clarifying what you are trying to do, sharpening what you are trying to say, and strengthening how you show up while you say it.
Coaching focus areas: leadership and executive presence, presentation skills, emotional regulation, storytelling, difficult conversations, impromptu speaking and Q&A, interviewing, networking, and influence.
Invite Me to Lead a Workshop at Your Company
One-off or programmatic, let us build capability across your team. Here are possible workshop topics:
Communicate like an AI-Native – Communication workflows for tomorrow
Lead the Room – Presentation skills for the stage, All Hands, and team meetings
Spotlight Storytelling – Turn data and insights into clear, compelling narratives
Own Hard Conversations – Repair relationships with strategy and emotional intelligence
Feedback Loops – Build cultures that uplevel performance through feedback
Small Talk, Big Moves – Unlock conversations that open networks and opportunities
Convince Without Control – Influence upwards and sideways to drive smart decisions
Executive Presence Cues – Fine-tune the signals that build trust, without over-trying
Slides That Speak – Design visuals that guide attention and sharpen your argument
Lead Within Complexity – Communicate context and data without oversimplifying
If you are stepping through this door too, I would love to walk alongside you.

If you are a leader looking to start coaching, or you want to empower your team with the mindsets, strategies, tips, and practice systems to communicate with clarity, reach out at [email protected].



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