Castle and Associates was founded as a leadership, business and executive coaching company. Penny Castle founded it in 2008 with a focus on helping build practical business and leadership skill though business coaching, executive coaching and team coaching.

In 2017 the unthinkable happened when Penny’s son was diagnosed with terminal cancer. She gave up her coaching practise to spend time with her son until his death in January 2018. Despite not being ready to go back to face to face work, Penny realised that she had developed a lot of material that could be really useful to leader and coaches and it was just gathering dust n the shelf. In March 2018, Castle and Associates change direction to focus on taking the leadership and coaching material that made Penny such a sought after coach and translating for leaders and coaches to use online to develop their businesses.

Penny is an International Coach Federation accredited coach. She helps you deliver your next edge by growing your practical leadership skill and business skills whether youΓre an individual or a team. Penny doesn’t believe development has to be dour to give you sustainable impact. She offers you practical insight that that you can implement immediately and sustain into the future. Penny combines her leadership skill and coaching expertise with more than a decades hands-on leadership experience. Her experience comes from leading high performance teams in large corporates and in her journey as an entrepreneur. She partners with you to allow you to build leadership competence.

If you’re Penny’s perfect client you’re a leader or a team who knows what you want but realize that your current leadership and business strategies are not getting you there quickly enough. What sets Penny apart is her ability to demystify business, leadership and management skill. She translates the concepts into, doable chunks so that you can put down the leadership book and get on with leading your business.


Penny is an accountant by training. Prior to qualifying as a an executive and leadership coach Penny spent fifteen years as a leader in the FMCG, Financial Services and Manufacturing Sectors. More recently she has built a successful coaching and leadership development business. Penny brings the experience she gleaned in a variety of leadership positions in the Technology, Process and Human Resources teams of blue chip businesses and her own entrepreneurial flair to help you solve leadership and business challenges you face. Penny’s formal qualifications include:

  • Bachelor of Business Science (Finance and Accounting): UCT
  • SAP Certified (Sales and Distribution)
  • Professional Coaching Course (PCC) (University of Cape Town & New Ventures West (USA))
  • Professional Coaching Course (ACC) (University of Cape Town & New Ventures West (USA))
  • Coach supervisor (Spectrum Training)
  • International Coach Federation (ICF, USA) accredited coach
  • Enneagram Practitioner
  • Leadership Embodiment International Facilitation: Levels I and II
  • Appreciative Enquiry Coach
  • Action Learning Coach


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Self coaching activity 3: Try something new

I decided to try something new (a mini adventure) and go to a highbrow theatre show. Epic fail! What I did: I was so inspired after the 70 looking back challenge that I immediately launched into challenge 3 - try something new. That same evening I booked tickets for...

Self coaching activity 2: 70 looking back

You can use the 70 looking back is a tool to help identify the really important things in your life. I have used this focus area with my own coaching clients  and it was a variation on one of the tools recommended as part of my Integral Coach training . I did the 70...

Self Coaching Activity 1: The wheel of life

I figured that step one of my challenge was to reflect on how I am currently doing. I used the wheel of life tool to assess my current levels of satisfaction across the different dimensions of my life. What I did: I’ve never used the wheel of life with my clients but...

The self coaching challenge

Penny Castle, your challenge, should you accept it, is to apply everything that you have learnt (and hopefully will learn along the way) about executive coaching and apply it to your most important client to date: yourself. In short - try out some self coaching....

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Love or hate 'em we all have to have  meetings. Many of us find meetings a boring waste of time and avoid them whenever we can. The reality is that being able to manage a flawless meeting opens the door on creativity, collaboration, innovation and creating action....

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How good is the team work in your tribe? Are you high performing? In middle? Fearing for your life? Take our team work quiz and see for yourself! High Performing tribes come in all shapes and sizes. We've adapted the work from Tribal Leadership by Dave Logan, Joh King...

Listening: Why and how?

Listening is an area where most managers over-rate their ability. It's importance is under-rated. Why is it important: Listening is important for two reasons: Are you hearing all the information that is being presented? Is the person speaking feeling heard? Hearing...

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