1-1 Coaching Case Study - The MD…


Case Study: Launching a Successful Tenure as Managing Director in Financial Services

Background

Stepping into their first Managing Director (MD) role in a financial services organisation, a dynamic and principled leader faced a crucial challenge: not only to deliver, but to earn trust.

Despite having the backing of the appointment, the MD was aware that belief from the CEO and board was not yet fully secured. Expectations were high, but so too was scrutiny. They needed to prove that they could move from promise to presence - from being a high-potential candidate to a truly credible, values-led senior leader.

Objectives

From the outset, the MD was clear: they didn’t just want to deliver results - they wanted to be known for doing what was right. Their goals included:

  • Articulating a clear leadership vision

  • Building credibility with the CEO, board, and leadership team

  • Navigating complex change (including restructures) with integrity

  • Creating a culture of shared ownership and aligned delivery

Together, we anchored the coaching around a 90-day plan shaped by one key question: “What do you want to be known for?” This became both compass and measure - guiding decision-making, tone, and leadership presence from day one.

Inner Shift: From Proving to Purpose – Anchored by the 90-Day Compass

The weight of expectation in those first months was significant. There was a clear internal drive to prove worth - to deliver results that would silence doubt and demonstrate capability. But through coaching, the MD began to recognise that performance alone wouldn’t be enough. They needed to lead with presence, clarity, and conviction.

The 90-day plan became more than a strategy - it became a mirror. Each key decision was tested against the prompt: “What do I want to be known for in this moment?” This reflection revealed an opportunity to move from intensity to intentionality - from proving themselves to leading purposefully.

Over time, the MD’s leadership deepened - not just in outcomes, but in how they held the space for others, chose their pace, and shaped the organisation’s emotional tone.


Coaching Approach - Using the 1-1 Approach: A Three-Phase Journey Built Around You

Typically my 1-1 coaching is delivered over 10–12 sessions. It forms the foundation of a wider leadership arc - from personal clarity to professional contribution and beyond. It’s built from over 20 years of coaching leaders to succeed and enhance personal and team performance.

If you’d like to read more about my 1-1 approach, in general, you can do sp here HERE and theres more on my team coaching Here:

In this coaching programme..

The leader brought energy, a track record of delivering results and a level of ambition to prove themselves; almost like no other.

A brilliant relationship builder, they had succeeded by breading life into relations and bringing people together to achieve. In this programme, we needed to do much more. Achieve with clear overarching standards and principles guided by them; not just voiced through them.

The shift in approach has delivered a much more measured approach, a greater level of confidence to operate at this level and a maturity to message that effective sustainable change takes time.

In this work, we used the coaching to focus upon 5 key strategic elements:

1.Strategic Planning

We co-designed a phased 100-day plan, owned by the MD and signed off by the CEO. This brought focus to early wins while reinforcing clarity of intention, culture and delivery.

2. Leadership Development

The MD refined how they communicated vision - translating instinct into structured messaging and values-based behaviours that set a new tone from the top. Creating a platform for year 2 and 3.

3. Stakeholder Engagement

A core coaching theme was winning trust. We focused on understanding unspoken expectations, naming points of potential resistance, and leading through honest, well-timed conversations.

4. Cultural Shift

Alongside delivery, the MD took the organisation on a journey - building belief in the strategy while creating space for healthy challenge and co-ownership.

Culture in Motion: From Central Control to Collective Ownership

Early on, the MD found themselves at the centre of too many decisions - understandable in a new role, but unsustainable for long-term cultural health. Through coaching, they began shifting this dynamic -inviting others into greater leadership, and reducing dependence on top-down direction.

As part of this shift, I offered light-touch coaching to a small group of senior leaders, supporting a wider move towards shared ownership and alignment. These conversations helped reinforce the MD’s message and enabled leadership behaviours to evolve across the team.

The MD’s leadership style also evolved - less command, more clarity; less urgency, more trust. Slowly but steadily, the culture moved toward one of mutual accountability and distributed confidence.


Finding a Sustainable Rhythm

The MD’s first two years were undeniably successful. As with all high performance, this came with intensity, and personal time often took a back seat.

Now entering their third year, the MD is using coaching to rebalance. We’re exploring what it means to lead sustainably - not just for the business, but for themselves and their family.

Boundaries are being redefined, calendars restructured, and permission given to delegate more deeply without guilt.

This next phase is less about acceleration, more about alignment - ensuring the MD’s pace, priorities, and personal values remain in sync.

Leading with Integrity When It Mattered Most

Several pivotal moments tested the MD’s principles - particularly when restructures and difficult decisions had to be made under time pressure. Whilst they were comfortable to deliver change, it was important that they revisited the ‘what I want to be known for’ principles and values to ensure that integrity and cultural alignment, as well as ‘promises’ were maintained.

This consistency in values - even under pressure - has become a defining hallmark of the MD’s leadership.

Beyond the Business: Quiet Influence, Recognised Results

While the MD remained focused on internal change, their impact began to be felt more widely. Under their leadership, the organisation has received industry awards and sector recognition - highlighting its clarity of direction, culture, and values-led governance.

The business has been cited as a ‘best in class’ example by peers. This external interest has been welcomed and held lightly. The MD remains committed to the ‘fulfilling the vision’ while raising awareness that a values-led style is quietly shaping what credible leadership looks like across the sector.


Results

  • Strategic Delivery: The MD exceeded targets across their first two years, positioning the organisation as a top performer in its market.

  • Cultural Maturity: The leadership team stepped into greater ownership, collaboration deepened, and cultural coherence grew.

  • Recognition and Reputation: Industry accolades and sector interest reflected not just what was achieved, but how it was achieved.

  • Personal Realignment: Entering year three, the MD is consciously building a more sustainable rhythm—one that enables them to thrive at work and at home.



Conclusion

This wasn’t just about launching a new MD. It was about establishing a leadership legacy built on integrity, clarity, and care. Over two successful years, the MD proved themselves not through noise, but through presence. Now, as they enter a new chapter, the focus shifts again - from commercial momentum to life meaning, from drive to depth.

Through coaching, the MD continues to shape a leadership journey defined not just by delivery but by who they become in the process.


Let’s Talk

If this case study resonated with you and you’re thinking that you might be ready to take stock, get clear, or explore your next leadership step - I’d love to hear from you.

We can begin with:

  • A free inquisitive session

  • A tailored coaching proposal

  • Or simply a conversation to see what’s needed now

Because your next chapter deserves space, support, and clarity.

And every great leader deserves a moment to realign—before leading forward.



Helping good people lead great things

If this resonated with you…

If this message resonates with you, and you’re one of the good people leading great things, let’s talk.

  1. Get in touch and Book an inquisitive call here.- If any of this topic resonated with you and you have something you’d like to share with me or if you’d like to discuss working with me on this topic - stefan@stefanpowell.co.uk works really well for me.

  2. Connect with me on linked in and read my long form posts on the rotating topics of Work, Rest. Play, Sustenance and Love every Thursday

  3. Sign up to my newsletter ‘Be The Waves” here - which collates each weeks long form post on a monthly basis and you’ll get to read it later in the month

  4. I’ll continue this in 4 to 5 Thursdays time when I continue the topic of ‘Rest” in my Thursday Journal.

  5. Book an inquisitive session with me to find out more about what I do and how I do it or run a challenge or thought you have passed me.

I am…

An executive coach who specialises in helping good people lead great things.

Good people care about others, our planet and beauty. Great things are changes for the betterment of society and all that lives within an around it.
It sounds big and fun - it is.

I'm also an endurance racing cyclist and a go. getter.

You can read more about me and what I do; how I work here

#executivecoaching #Leadership #purpose

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