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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.

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 runs embedded leadership coaching inside organizations navigating AI-driven change - built around your actual leaders, your actual pressure points, not a generic curriculum.

A typical engagement:

  • 12 months, embedded across your leadership team

  • 1:1 coaching + team-level work on decision-making, ownership, and communication under pressure

  • Built from 11 years inside Data & AI talent markets - I've seen this exact gap from the inside

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Why Me?

I spent 11 years inside Data & AI talent markets - hiring, advising, and watching leaders get promoted into roles nobody prepared them for. Climb Up is what I built because I 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 Capability at Every Level

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

    Embedded executive 1:1 coaching, built around your organization's actual leadership gaps.

    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.

  • We coach high-achieving leaders stepping into bigger roles - new managers, established leaders, founders, execs - navigating the AI-driven workplace.

    If you’re growing a team or starting to see the cost of leadership show up in performance, alignment, or attrition, this is where we work.

  • 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.

  • Each session is focused on what’s actually happening in your world right now - not hypothetical scenarios.

    We’ll look at where you’re feeling pressure, where things aren’t working as they should, and how that’s showing up in your decisions, communication, and day-to-day leadership.

    From there, we work through it in real time - challenging assumptions, clarifying what matters, and shifting how you approach the situation so you can move forward with more clarity and control.

  • That’s part of the process. We’re selective about who we work with, and we’d expect you to be too.

    The initial conversation is there to see if there’s a real fit - in how we think, how we work, and what you need.

    If it’s not right, we don’t move forward

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