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Partnering with leaders
to help unlock
their best thinking.

Challenging you to present your best self, build trust and navigate tough conversations to create more motivated and effective teams.

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Conversations & Insights

How to deal with difficult people

How do you know if it's the right job for you?

What are my best and worst career decisions?

Can tough conversations help?

How do you build effective teams?

Do Values Matter?

Too Kind to Lead?

Speaking Up - What's Stopping you?

Listen on Spotify

What's Wrong with Office Politics?

Dealing with Difficult People

Impostor Thoughts or Growth Mindset?

The Work-Life Conundrum: What gives?

The Power of Coaching: Increasing self-awareness and mental well-being at work

All Conversations & Insights
Services
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Leadership & Executive Coaching

One-on-one executive coaching and sounding board or brain-storming sessions for executives.

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Organisational Development

Team coaching programmes, leadership training and organisational development consulting services.

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Offsites & Speaking Engagements

Speeches, presentations and workshop delivery at corporate offsites.

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Psychometric
Insights

Certified Practitioner in Hogan Assessment, in addition to leveraging MBTI, CliftonStrengths34 and VIA frameworks.

Costas Kalisperas

My commitment is to being an equal partner who will challenge you with empathy, in a confidential and safe environment, to evoke transformation. A relentless focus on helping you to clarify key goals for your own progression and for your team and organisation, requires deep listening and the asking of incisive, sometimes challenging, questions that help to forward your thinking. 

My coaching approach encompasses a range of tools and frameworks, including the key elements needed to create a thinking environment, understand the potential for self doubt or self sabotage, appreciate the personal transition needed when embracing new roles or responsibilities and promote the importance of trust-building as the foundation of highly functional teams and organisations.

 

I have a rare combination of coaching credentials and over 30 years of senior-level executive experience in law, investment banking, private equity and venture capital / early stage investing. 

I am passionate about inclusive thinking environments, recognising that open-minded and diverse teams achieve the best results.

 

I will help you to leverage your best self and navigate the journey with greater success and enjoyment along the way. 

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EMCC Accredited Coach & Mentor

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Fellow of the Institute of Coaching

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Association for Coaching
Fellow

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Graduate of the Mastered Programme

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Hogan Certified Practitioner

My Approach

Structure

Using a range of coaching tools and frameworks,  I tailor our sessions to leverage your strengths and help you find your own best answers.

Empathy

My empathetic approach, in a confidential and safe environment, evokes transformation by helping you uncover limiting assumptions to unleash bolder, more imaginative, thinking.

Challenge

Deep listening and incisive questions to help clarify your goals and those of your teams,  align interests and improve accountability, commitment and a collective focus on results.

Support

Relentless commitment to a positive psychology mindset and a belief in your natural resourcefulness that helps you to leverage your brilliance for greater success.

Focus & Ethos

I coach CEOs and other C-suite leaders, senior investment bankers,  private equity partners and investors, partners in law firms and other senior executives and entrepreneurs, their teams and organisations , as well as leaders at charities, NGOs, social enterprises and CICs.

I am a trusted partner who will support and challenge you, using a broad range of tools and frameworks,  to be your best self, build trust by creating thinking environments for your teams, and thus enjoy greater personal and collective success.

Leadership can be lonely.  Whether transitioning to a new leadership role within an organisation, joining a board or building a new team,  it is often difficult to share your vulnerabilities, concerns or frustrations with anyone internally.

 

Having a trusted coach partner who has had senior-level experience in investment banking, private equity, law, venture capital,  early stage investing and a range of advisory roles,  affords you the freedom to unlock your best thinking in a confidential environment and  to find strategies for addressing the challenges you are facing.

Testimonials

“A personable touch, and an exceptional ability a good dose of humour, to anticipate professional and personal concerns”

Director, Private Equity

“A professional friend who cares about you and has the experience to guide you to think about issues in a way that helps you progress, rather than going around in circles. Costas balances listening and questioning and introduces various tools as relevant to the topic at hand - and it works.”

General Counsel, Head of Corporate Legal Affairs

“I was looking for a coach to help me with specific professional objectives. Costas has the unique ability to understand personalities quickly to help you get results”

Principal, Private Equity

“We partnered with Costas to coach senior faculty and staff at Columbia Business School. His experience from banking and business and his constructive and personable style has had a measurable impact on interpersonal and team dynamics — developing more collaborative, strategic and effective leaders.”

Dean, Business School

“Costas helped me manage myself and find more productive ways of collaborating as a senior leader in academia. I like his systematic method of coaching and his style - which is very thoughtful, empathetic and supportive.”

Chair of Management Division

“Costas knows how to enable you to think for yourself. I leave every session with an uncluttered mind, greater self confidence and a clearer path ahead. I'd recommend this to anybody needing to unpack their potential”

Co-Founder

“Costas is both empathetic and encouraging, providing me with the drive and focus to move my situation forward, help me ascertain key objectives, work through my options and ultimately achieve my goals”

Founder

“Over the years, Costas has become a real mentor and friend, whom I have consulted for all my career decisions. His advice is extremely valuable to me."

Managing Director, Investment Banking

“With deep empathy and humour, Costas helped me navigate my concerns during a period of change. He was able to appreciate my situation, and with his support, the fog of thoughts dissipated and the path was clear”

Senior Legal Affairs Specialist

Get in Touch

Leadership & executive coaching,  team coaching,  organisational development and psychometric test services can be tailored to your and/or your organisation’s specific needs.

Please contact me to schedule a free chemistry conversation, where we will discuss your goals and aspirations and how to best help you  achieve them.

Conversations & Insights
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