Unlock Your Leadership Potential

Navigate complexity. Lead with confidence. Deliver sustainable results.

In an environment defined by uncertainty and rapid change, leadership clarity matters more than ever.

Jenny Dugmore is a certified Leadership Circle Coach, trained in the Scaling Up methodology and Enneagram coaching. She has held C-level corporate roles and founded and sold multiple businesses across technology, pharmaceutical and hospitality sectors.

Her work is grounded in real executive experience and focused on strengthening leadership capability and organisational performance.

Jenny is committed to contributing meaningfully to economic growth in South Africa through the development of strong, capable leaders.

Why work with a  Coach?

Effective coaching combines strategic business insight with structured personal development.

Using frameworks such as Leadership Circle and Scaling Up, coaching provides actionable feedback that helps leaders identify behavioural barriers, strengthen decision-making and foster cultures of trust and accountability.

Leadership can be demanding. You do not need to navigate it alone.

“Jenny’s impact on my career has been profound, and I attribute much of my success to her invaluable guidance.”

Debbie Visser, Director

Expert Guidance

Objective, commercially grounded support from an experienced executive and certified coach.

Proven Results

Improved leadership effectiveness and stronger overall business performance.

Clarity and Focus

Clear priorities and measurable goals aligned to strategy.

Winning Mindset

Greater self-awareness, resilience and disciplined execution.

“Jenny can transfer her knowledge and expertise from junior to senior — a rare skill that will benefit any company.”

Mark Heyink, Attorney

Jenny Dugmore

Leadership and Performance Coach

About Jenny

My journey in corporate and entrepreneurial executive leadership is marked by the successful establishment and sale of three innovative businesses, each making a unique mark in their respective fields.

With over 25 years of executive management experience, primarily in the IT industry and pharmaceutical, I am particularly drawn to the creativity, innovation, and challenge of startups. I thrive on creating opportunities and developing synergistic relationships.

I am a certified Leadership Circle coach and have completed the Verne Harnish Scaling Up Master Business course and assist leaders to implement this framework to provide an unbiased, but qualified business approach.

I am also a qualified Life, Performance and Enneagram Coach and a vetted member of the International Coach Federation.

My specialities include:

  • Strategy
  • Marketing and Sales (strategy and execution)
  • Execution
  • Establishing new market opportunities

I have had an exhilarating career and have overcome many challenges and also some failures. I would love to share my experience and help others establish and grow their businesses.

I am also an active artist and love the freedom and creativity of painting en plein air in beautiful and historic places, in South Africa and abroad.

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Certifications

Jenny holds multiple recognised coaching qualifications and professional accreditations. These certifications support a structured, evidence-based approach to leadership and performance development.

Leadership Circle

Profile and Manager Certification

Growth Institute

Scaling Up Master Business Course

IEA Accredited School

AIM Practitioner Certificate

Enneagram

Verified Coach

International Coaches Register

Coach4Success Business Coach Practitioner

Cloverleaf Enneagram

Certificate of Completion

Communication for Success

Life Coach Practitioner

Testimonials

“Transformative expertise, authentic results”

Jenny is an exceptional entrepreneur, displaying an innate ability to unearth or forge new opportunities. She has an impressive track record of spearheading the growth of companies from their early stages, strategically positioning them in untapped markets, and catalysing ongoing innovation.

My journey with Jenny began two decades ago when she persuaded me to transition into marketing. As my mentor and coach across various professional landscapes, Jenny was an inspirational figure who instilled in me the importance of pursuing my passions and fostering a continuous commitment to learning. Her impact on my career has been profound, and I attribute much of my success to the invaluable guidance and encouragement she provided throughout our paths.

Debbie Visser, Director

Jenny and I were co-directors of a company providing e-signature solutions in the health sector. Jenny’s business knowledge and eagerness to learn when tackling novel business challenges distinguish her in a time when embracing change is a critical success factor.

Jenny has vast business experience and is good at investigating markets, determining strategy, and supporting the strategy by establishing good business practices. She can transfer her knowledge and expertise to people working with her, from junior to senior. This is a rare skill; her expertise will benefit any company that engages her.

Mark Heyink, Attorney – ICT

Jenny has inspired me for many years. She has shown me that women can achieve anything they put their minds to – even in a world where women are expected to be less. Her achievement of great heights inspires me to follow my dreams and reach for the stars. Jenny empowers women to be more just by showing us how one small step towards a big dream can make it a reality. Thank you for always being a massive inspiration to me.

Angelique Burger

I’ve had the privilege and joy of working with Jenny during the past 25 years. Of all the IT professionals I’ve worked with in over 32 years of sales and business development, Jenny Dugmore has been the most inspiring, energetic, passionate, and levelheaded pioneer in business and, most importantly, as a mentor to me. Jenny’s integrity and values are a rarity in this world. As a woman in the largely male-dominated IT world, Jenny has provided some of my most valuable professional takeaways. Thank you, Jenny.

Kirsty Graham

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