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Your leaders are running on instinct, while AI changes what their jobs require.

Climb Up builds the leadership capability that doesn't show up in any AI rollout plan - judgment, communication, ownership - through embedded coaching for the leaders carrying your transformation.

Leadership in the Age of AI


AI is changing how decisions get made, where ownership sits, and what good leadership looks like.

Many organizations are investing in technology but discovering that leadership capability is becoming the constraint.

Climb Up helps leaders build the judgment, communication, decision-making, and adaptability needed to lead effectively in an AI-enabled workplace.

The Gap

Your best people got promoted for what they could do themselves. Now their job is making other people good at it - and nobody trained them for that shift.

Add AI into the mix and the gap widens fast. Decisions move quicker. Ownership gets blurrier. The leaders in the middle are reacting, not leading.

That's not a motivation problem. It's a capability gap - and it's costing you retention, output, and the people you most want to keep.

Hikers walking on a narrow mountain trail surrounded by green shrubs and rocks, with a steep slope on one side and dense vegetation on the other.

60% of managers fail in the first 24 months of their role

Only 44% of managers say they have had any formal training.

57% of people leave because of their manager

80% of all employees are either not engaged or actively disengaged.

Same pattern, every time: expectations changed. Development didn't.

No prep needed. Just a proper look at what’s going on

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What we do.

Climb Up Coaching helps leaders and organizations implementing AI and navigating AI-driven change.

As AI reshapes how work gets done, leaders are being asked to make decisions differently, develop stronger judgment, communicate through uncertainty, and lead teams through constant change.

Through embedded executive coaching, leadership advisory, and leadership development, Climb Up helps organizations strengthen the human capabilities that AI cannot replace

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Why Climb Up?

We understand how AI is built, how it's used, and how it's changing the expectations placed on leaders. After 11 years inside Data & AI talent markets - hiring, advising, and watching leaders get promoted into roles nobody prepared them for. Climb Up was built because we kept seeing the same gap and no one was closing it.

Ways to Work with Us

  • Senior leader navigating leadership pressure and decision-making — Climb Up Coaching New York

    Coaching For You, Personally

    I N D I V I D U A L

    Leading on your own, not as part of an org engagement?

    1:1 coaching for individual leaders navigating a promotion, a transition, or just more pressure than support.

  • Executive coaching conversation between leader and coach — Climb Up Coaching

    Strengthening Leadership at Every Level

    O R G A N I Z A T I O N S

    Embedded executive 1:1 coaching, built around the leadership challenges that emerge during growth, transformation and AI adoption

    Not off-the-shelf, not a training day

  • Executive coaching session notes and reflection — Climb Up Coaching New York

    Building Leadership Capability in Practice

    W O R K S H O P S

    Built for the judgment, communication, and behaviors leaders need day to day. Cohort coaching and workshops for leadership teams

“As a new manager, I inherited a team of three people who had previously been colleagues and had no idea how to balance being supportive with holding them accountable.

I wanted to be liked, and it was affecting performance.

Working with Jenni changed that. I now handle those conversations directly, lead with more confidence, and my team has grown from 3 to 6 people and is performing at a much higher level.”

- Tom, Tech Sales

Frequently Asked Questions

Have questions? Here are the ones that usually come up when exploring leadership coaching.

  • An AI leadership coach helps leaders navigate the organizational and people challenges created by AI adoption. This includes decision-making, communication, leadership capability, accountability, organizational change, and helping teams adapt to new ways of working.

  • Yes - this is often where the biggest impact happens..

    We run interactive workshops and no-fluff keynotes focused on how teams are actually operating, particularly around alignment, decision-making and leadership under pressure.

    Sessions can be in-person or virtual, from 60 minutes to a full day or offsite formats depending on what your team needs.

  • Most leadership coaching is generic and doesn’t translate into how leaders actually operate day-to-day.

    Our work is grounded in real experience — over a decade leading teams, and 11+ years advising executives in Data & AI environments.

    We understand how AI is built, how it’s used, and how it’s changing the expectations placed on leaders. We’ve worked with teams from Series A through to Fortune 10.

    This is about improving how leadership shows up in performance, not just how it’s talked about.

  • If you feel overwhelmed, stuck, or like you’re carrying more than you should, it’s often a sign you need a coach.

    Someone who can help you close the gap between what you’re currently capable of and what’s now being asked of you - so you can lead effectively, without burning out in the process.

No pitch decks. No hard sell. Just a direct conversation about what’s possible.