This book offers executives & leaders a practical guide for leaders navigating uncertainty, pressure, and transition. Helps executives move through difficult seasons rather than avoiding them.
Read MoreThe Pathfinder
Together discovering new possibilities
ABOUT THE PATHFINDER
Andy Cyprianos is the founder of The Pathfinder, a leadership coaching practice supporting senior leaders, executives, and business owners navigating moments of transition, complexity, and responsibility.
Andy works with leaders carrying significant responsibility - often at points where expectations have increased faster than the space to think. This may be a new role, expanded scope, organisational change, or sustained pressure in complex environments.
As a coach, Andy creates a trusted thinking partnership grounded in presence, depth, and respect. He works with the whole person - not just performance or strategy - helping leaders slow down, think clearly, reconnect with what matters, and lead with greater confidence, perspective, and sustainability.
Andy finds deep meaning in walking alongside leaders as they grow into the next chapter of their leadership - not by fixing or advising, but by creating the conditions for insight, choice, and lasting change.
Andy works with leaders carrying significant responsibility - often at points where expectations have increased faster than the space to think. This may be a new role, expanded scope, organisational change, or sustained pressure in complex environments.
As a coach, Andy creates a trusted thinking partnership grounded in presence, depth, and respect. He works with the whole person - not just performance or strategy - helping leaders slow down, think clearly, reconnect with what matters, and lead with greater confidence, perspective, and sustainability.
Andy finds deep meaning in walking alongside leaders as they grow into the next chapter of their leadership - not by fixing or advising, but by creating the conditions for insight, choice, and lasting change.
MY STORY
COACH PROFILE
THE PATHFINDER Inspiring Leaders. Igniting Purpose. Unlocking Potential.
Andy brings over 30 years of senior leadership and business ownership experience, including roles as a General Manager and business owner within the MedTech industry. He has worked closely with senior executives, healthcare professionals, and organisational leaders across Sub-Saharan Africa and Israel, building businesses, developing leadership teams, and sustaining service excellence in demanding environments.
This lived experience shapes Andy’s coaching. He understands the realities of leadership - the weight of decision-making, the pace, the responsibility, and the quiet isolation that can accompany senior roles.
Andy primarily coaches leaders who are navigating transition - stepping into new roles, reassessing direction, or recognising that continued success requires a different way of leading. His clients span financial services, healthcare, MedTech, mining, professional services, business owners, and medical specialists in private practice.
As a certified Enneagram practitioner, Andy also supports leaders and teams to better understand motivation, behaviour, and relational dynamics. Used selectively, this insight deepens self-awareness, strengthens trust, and enhances leadership effectiveness.
At the heart of Andy’s work is a simple belief: leadership is not only about results - it is about becoming the kind of leader others can trust, especially in times of uncertainty.
Qualifications:
- ICF Professional Certified Coach (PCC) Certified Integral Coach® (New Ventures West /UCT Centre for Coaching)
MBA – Henley Business School
Certified Enneagram Practitioner (Aephoria AIM) - ISO13485 & ISO7000
My full CV is available in the link below.
FOCUS AREAS
Enneagram Assessments & Coaching
Aephoria AIM for Enneagram is a developmental tool used by coaches and other developmental practitioners to support coaching, leadership development, personal development, and transformation work. Aephoria AIM is the fastest reliable Enneagram test available in the world today and provides a transformational launch pad for individual, team and organizational development. For more information, visit the URL links provided.
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DISCOVERING YOUR NORTH STAR
Finding purpose and meaning in life is essential for our overall well-being and happiness. It gives us a sense of direction, motivation, and fulfilment. However, it can be challenging to figure out what that purpose is or how to achieve it on our own. A skilled coach can help you recognize and leverage your unique strengths, talents, and abilities. By tapping into your full potential, you can achieve levels of success that were previously unimaginable.
MANAGING STRESS & BURNOUT
If you feel stressed out by modern life, you're not alone! Stress has major health consequences and diminishes our ability to enjoy life. Coaching strategies and tips will help you learn self-care and adopt healthy ways to cope with stress.
LEADERSHIP COACHING
Whether you are a CEO or entrepreneur, coaching can assist you by brining lasting positive, impactful change in both your internal and external worlds. A Leadership coach can help you to achieve heightened motivation, creativity, and inspiration.
TRANSFORMATION & CHANGE
Coaching is a powerful tool for helping people understand and embrace change in an organization. It can take time and patience, but the investment in coaching will usually pay off in the long term. Effective change management coaching requires a top down, whole of organisation approach in order to reinforce change on willing participants and not enforce change on a resistant workforce.
CRISIS MANAGEMENT
A coach can work with an individual or team and help walk them through the natural states of fear and insecurity toward an openness to new possibilities. A professional coach is also trained to recognize whether additional support—trauma treatment, counselling, psychology—may also be necessary to lead through a crisis.
ACHIEVING WORK-LIFE BALANCE
Achieving work-life balance is a common challenge faced by many individuals. High-performance coaching can help individuals navigate this challenge by providing techniques and strategies for effective time management, stress management, and self-care.
BUILDING SELF-CONFIDENCE
Imposter syndrome is a psychological pattern in which an individual doubts their accomplishments and has a persistent internalized fear of being exposed as a “fraud”. It can manifest as fear, anxiety, self-doubt, second-guessing, and lack of confidence and/or self-worth. A coach can help you reframe your perspective, embrace uncertainty and build confidence to reach your true potential.
OVERCOMING SETBACKS
Career setbacks can be frustrating, demoralizing, and even devastating. Whether you face a layoff, a demotion, a rejection, or a failure, you may feel stuck, hopeless, or angry. Coaching can help you process these emotions and cope with stress in healthy ways. It can also help you reframe your perspective and identify and leverage core competencies and transferable skills.
EMBRACING NEW POSSIBILITIES
One of the exceptional aspects of coaching is its ability to unlock an individual’s untapped potential. Coaches help individuals identify their unique talents, values, and passions, enabling them to align their personal and professional lives with their authentic selves.
MY EXPERTISE
One-on-one coaching
Navigating transition & change
Leadership development
Sales team coaching
Rediscovering purpose & meaning
Building resilience & managing stress
Finding balance
Books & Resources
This book offers a leadership operating model for senior leaders to elevate perspective, decision-making, and strategic clarity. Great leaders rise above noise to see clearly before they act.
Read MoreThis book offers executives and leaders a reflective leadership journey focused on identity, purpose, and inner alignment in leadership. You cannot lead others well until you understand who is leading within you.
Read MoreThis book offers executives and leaders a deeply reflective guide for leaders facing seasons of effort without results — where experience, skill, and hard work don’t seem to translate into outcomes.
Read MoreCONTACT ME
ARTICLES
Based upon the work of many theorists including Plotinus, Aurobindo, Habermas, Maturana and Wilber, integral theory is the bold project to include everything in human life, leaving nothing out.
https://www.newventurewest.com
Integral coaching is an ongoing, evolving methodology intended to be the most comprehensive response to human life.
Integral Theory:
Based upon the work of many theorists including Plotinus, Aurobindo, Habermas, Maturana and Wilber, integral theory is the bold project to include everything in human life, leaving nothing out. The central tenet is that in order to have a real, lasting impact on another human being, we must consider their full complete selves; we must see them for who they really are, not only for part of who they are. We believe that the more fully we can understand the forces constructing and coursing through a human life, the more powerful our coaching can be.
The power of this approach
Integral Coaching programs provide several dynamic, powerful features:
- Focus on development, leaving clients more free, courageous and joyful.
- Customised distinctions, practices, and self-observation exercises.
- The depth and breadth of the assessment models.
- Drawing upon many traditions- biology, cognitive science, linguistics, philosophy, psychology, spirituality and more- which provides many avenues of insight and practice.
- Blending enquiry and advocacy with the coaching relationship.
- Presence and mindfulness, which allow rigour and appropriate response simultaneously.
- Assessing which will be useful for this person now, in this very moment, with no attachment to expectations.
For more information, visit https://www.newventureswest.com
What Is the Best Definition of Coaching?
It’s widely agreed across the world that the International Coach Federation’s definition of coaching is the best one. This is an internationally recognized credentialing program developing professionally trained coaches.
The International Coaching Federation (ICF) defines coaching as partnering with clients in a thought-provoking and creative process that inspires them to maximize their personal and professional potential.
ICF Definition of Coaching
According to the International Coaching Federation, coaching is a partnership between a coach and a client where they connect in order to improve the client’s life and ensure they reach their full potential. It’s a collaboration that helps the client set clear goals and achieve them.
For more information, visit: ICF Definition Of Coaching 2023 - 14 Important Facts Explained (coaching-online.org)
This is a generic article you can use for adding article content / subjects on your website.
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TESTIMONIALS
Laura
International Development SpecialistAndy helped me navigating a very difficult time in my life. He enabled me to see things from a different perspective. With Andy's know-how, encouragement and support I was able to make some life changing decisions! I'm so glad our paths crossed, and I would highly recommend Andy to anyone looking to make changes in their life or career. What I gained from my sessions with Andy, I can only describe as internal growth that made every aspect of my life more enjoyable.
Shaun
Dentist in Private Practice, JohannesburgI have had the privilege of working closely with Mr Cyprianos as my business mentor and coach over the past 3 years, and the experience has been nothing short of transformative. Mr Cyprianos possesses extraordinary wisdom, expertise, and passion for empowering individuals to reach their fullest potential. The guidance and mentorship that I have received has been instrumental in shaping my business acumen and strategic thinking. In addition to being an expert in the business realm, Mr Cyprianos is a fantastic motivator and an encouraging mentor. His enthusiasm and dedication to my success has kept me inspired and driven throughout our mentorship journey. He has a remarkable gift for instilling confidence and fostering growth, not only in the business domain but also in personal development. Furthermore, Mr Cyprianos is an excellent communicator, actively listening to my concerns, providing constructive feedback, and offering actionable solutions. His clear and concise guidance has been pivotal in navigating challenges and making informed decisions. In conclusion, I wholeheartedly recommend Mr Cyprianos as a business mentor and coach to anyone seeking to elevate their business endeavour. I am incredibly grateful for the impact that Mr Cyprianos has had on my business.
Barbara
HR Business Consultant & Workplace Wellbeing SpecialistI scheduled coaching sessions with Andy because I was at a professional crossroads and was looking for some outside assistance to help me navigate this impasse. Andy is extremely patient, rational, and experienced with very good listening skills. I felt instantly reassured by his calming presence. He equipped me with various tools and exercises to navigate through my obstacles, all the while providing invaluable moral support. I highly recommend Andy’s coaching services.
BLOGS
A poem about leadership, teamwork, and the challenges and opportunities that come with leading
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ASK ANDY
What is different about me?
I have been blessed with both health and vitality and the fact that my career as a business leader was coming to end I felt that I still could still grow as a human being, wanting to learn and grow but also passionate about being an active contributor to others’ lives through the power of coaching, so I went “back to school” and studied Integral Coaching with Centre For Coaching in Cape Town. I see coaching as a calling that provides both purpose and meaning.
I will bring to the coaching journey a richness and depth born out of my experience of running my own business and leading a regional company in one of the most challenging business environments. This included developing leaders and teams, growing the business while navigating through the storms and victories of life.
I have a deep understanding of the healthcare industry and the challenges facing all facets of the value chain in providing high quality health care to patients and the importance of service excellence and its impact on the team providing this service.
I have walked a long journey with my life partner who has suffered greatly with her health and the challenges this brought to bear – I have an understanding of suffering.
I am a competent coach seasoned by life and an engaged listener who will walk with you on your path and journey of growth and development asking thoughtful questions and with the power of narratives help you shift vertically.
I will bring to the coaching journey a richness and depth born out of my experience of running my own business and leading a regional company in one of the most challenging business environments. This included developing leaders and teams, growing the business while navigating through the storms and victories of life.
I have a deep understanding of the healthcare industry and the challenges facing all facets of the value chain in providing high quality health care to patients and the importance of service excellence and its impact on the team providing this service.
I have walked a long journey with my life partner who has suffered greatly with her health and the challenges this brought to bear – I have an understanding of suffering.
I am a competent coach seasoned by life and an engaged listener who will walk with you on your path and journey of growth and development asking thoughtful questions and with the power of narratives help you shift vertically.
How many coaching sessions are provided?
Coaching is supportive bespoke process made up of a number of phases conducted over 6 to 12 sessions, through one-on-one meetings held every 14 to 21 days – these are:
An initial 90-minute meeting to understand what it is that you would like to work on in your life or discover. Should you wish to proceed you will need to sign a coaching agreement with me. As a coach I would then consider all the feedback given in our initial session and come back with a coaching program designed to support you on this journey. This would involve looking at where you are at present in your life by means of identifying a current narrative (theme) and then together exploring how you could shift into a deeper more meaningful narrative that would both excite and motivate you.
A set of activities will also be given, made up of a daily enquiry or even the introduction of an article to read and reflect on, plus a mind body activity - all supported with journaling. These are used to help with your self-awareness, generating insights and to build competence in an area where you want to change. These activities are done by you on your own.
Thereafter we would meet for 6 (possibly 12) x 1 hour follow up sessions whereas a client you would provide feedback from your activities and together we explore in a meaningful and thought-provoking ways, new possibilities and insights that are emerging for you.
As a coach I will keep you accountable to the goals you have set and support you in a motivating way where needed.
As stated at the start it is important to note that this a bespoke process and interaction is suited to your needs.
An initial 90-minute meeting to understand what it is that you would like to work on in your life or discover. Should you wish to proceed you will need to sign a coaching agreement with me. As a coach I would then consider all the feedback given in our initial session and come back with a coaching program designed to support you on this journey. This would involve looking at where you are at present in your life by means of identifying a current narrative (theme) and then together exploring how you could shift into a deeper more meaningful narrative that would both excite and motivate you.
A set of activities will also be given, made up of a daily enquiry or even the introduction of an article to read and reflect on, plus a mind body activity - all supported with journaling. These are used to help with your self-awareness, generating insights and to build competence in an area where you want to change. These activities are done by you on your own.
Thereafter we would meet for 6 (possibly 12) x 1 hour follow up sessions whereas a client you would provide feedback from your activities and together we explore in a meaningful and thought-provoking ways, new possibilities and insights that are emerging for you.
As a coach I will keep you accountable to the goals you have set and support you in a motivating way where needed.
As stated at the start it is important to note that this a bespoke process and interaction is suited to your needs.
What is vertical development?
As your coach I will direct your attention to vertical development rather than just horizontal improvement.
Horizontal improvement has more to do with how you advance your position in particular career or how to become more skilful in a role over time e.g., we work on getting a presentation together faster, with more clear bullet points, but as a person little has really changed other than being more skilful. Sometimes, of course, we need to improve horizontally—but it falls far short of what is necessary to be a competent integrated human.
Vertical development means that we become more present, are less reactive, have more connection to ourselves and others, have a longer time horizon and therefore more patience, and more courage and much, much less attachment to our views, preferences and habits. We can respond with more freedom and creativity e.g., we might struggle to delegate in a particular role which is impacting a team/ company negatively – vertical coaching will go deeper into ‘the why’ we won’t let go of control and empower you to shift and grow.
Horizontal improvement has more to do with how you advance your position in particular career or how to become more skilful in a role over time e.g., we work on getting a presentation together faster, with more clear bullet points, but as a person little has really changed other than being more skilful. Sometimes, of course, we need to improve horizontally—but it falls far short of what is necessary to be a competent integrated human.
Vertical development means that we become more present, are less reactive, have more connection to ourselves and others, have a longer time horizon and therefore more patience, and more courage and much, much less attachment to our views, preferences and habits. We can respond with more freedom and creativity e.g., we might struggle to delegate in a particular role which is impacting a team/ company negatively – vertical coaching will go deeper into ‘the why’ we won’t let go of control and empower you to shift and grow.
What are the objectives of Integral Coaching?
According to New Ventures West - while outcomes are specific to each client, Integral Coaching® programs will always aim towards 3 broad ends and I quote:
a. Long-term excellence
This has two dimensions: competence and fulfilment.
Competence is a capacity that endures. It is distinct from a goal, which is something you achieve, like getting a promotion or losing ten pounds.
Competence helps us achieve particular goals but it stays with us afterwards. For example, speaking in a way that moves people to action can contribute to a promotion. It can also open up new possibilities for our friendships, family life, and health.
We are fulfilled when we are held deeply by life, when what once burdened us has lifted. For the individual, the value of fulfilment is self-evident. For organizations, fulfilment is valuable because it promotes long-term commitment and superior outcomes among those working within the organization.
b. Self-correction
When we are self-correcting, we have the capacity to observe discrepancies between what we intend and the actual outcomes, between our espoused values and our actual actions, and then bridge the gap. When clients become self-correcting, they are no longer dependent upon a coach.
c. Self-generation
When self-generating, we have the ability to continuously renew ourselves by drawing upon resources from without and within. When clients are self-generating, the development of competence becomes not a final end state but a continuous process.
a. Long-term excellence
This has two dimensions: competence and fulfilment.
Competence is a capacity that endures. It is distinct from a goal, which is something you achieve, like getting a promotion or losing ten pounds.
Competence helps us achieve particular goals but it stays with us afterwards. For example, speaking in a way that moves people to action can contribute to a promotion. It can also open up new possibilities for our friendships, family life, and health.
We are fulfilled when we are held deeply by life, when what once burdened us has lifted. For the individual, the value of fulfilment is self-evident. For organizations, fulfilment is valuable because it promotes long-term commitment and superior outcomes among those working within the organization.
b. Self-correction
When we are self-correcting, we have the capacity to observe discrepancies between what we intend and the actual outcomes, between our espoused values and our actual actions, and then bridge the gap. When clients become self-correcting, they are no longer dependent upon a coach.
c. Self-generation
When self-generating, we have the ability to continuously renew ourselves by drawing upon resources from without and within. When clients are self-generating, the development of competence becomes not a final end state but a continuous process.
Can we meet online?
Coaching sessions can be conducted online over Zoom or face to face, but always from a private space.
What does coaching not include?
Our coaching relationship will not involve psychological counselling or any kind of therapy - coaching does not treat illness or pathology e.g., if you are suffering from depression, I will recommend that you see a psychotherapist for treatment.
What is my role as coach?
- To be a thinking partner, walking alongside you on this learning journey.
- To ask questions that result in you identifying new ways of thinking and exploring new approaches and options.
- To create a safe space that encourages exploration and openness, a space of non-judgement.
- To be honest and strive to work with integrity.
- To communicate openly, sharing and reflecting back observations.
- Make explicit any observations or issues that are more appropriately and ideally explored by another intervention e.g., psychotherapy.
What is your role in the coaching relationship?
- To own the learning process.
- To be committed to implementing the changes that coaching will bring.
- To be committed to spending time in reflection, and to put your reflections and learnings in writing for future reference.
- To own the decisions made.
- To take accountability for your own development.
- To be honest with yourself.
- To hold an understanding that adult learning is a process and involves change.
- To provide feedback to the coach at the completion of the coaching programme.