By Xquadrant

Challenge your thinking and lead more boldly than ever.

Join other world-class CEOs, present and future, for an 8-day online journey to stretch your thinking, challenge your assumptions and push you beyond your comfort zone.

You're not being stretched enough

As a high performing CEO (or ambitious CXO), you thrive on challenge. It's been the secret of your success. But as you attain increasingly senior leadership positions, you find that people aren't as willing to push back on your ideas, or give you honest feedback. You become surrounded with 'yes-men' with the result that your own thinking isn't challenged enough.

This lack of challenge is a major problem for any ambitious leader. You find yourself in an echo-chamber of your own biases, unaware of your blind spots, and lacking the necessary push to become the greatest version of yourself. When challenge is missing, insights dry up. Your thinking doesn't get sharpened or honed, ultimately leading to sub-optimal results for you and for your business.

When extraordinary leaders are pushed, stretched and challenged, breakthroughs happen. Timeframes are condensed; results that would have taken years take months; insights are generated that shift entire businesses and entire careers.

I'm Richard Medcalf, an advisor to some of the most impressive CEOs and C-Suite leaders on the planet, and I see this again and again.  Which is why we've put together an event designed to provoke your thinking and challenge you to the max.

Introducing Insight & Challenge 2022
An 8-day online event for ambitious CEOs & CXOs

In November 2022, join me (Richard Medcalf) and the members of our high-level CEO community, Rivendell, for a powerful 8-day leadership experience designed to turn up the challenge 'all the way to eleven'!

We will stretch you and challenge you, provoke your thinking and help you discover where your comfort zone ends and your learning zone begins.

You first challenge is to dare to take a few hours out of your daily operational concerns to reinvent your future and join the experience! And then...

Build a bolder future

for you and your business than you've dared to imagine.

Uncover your blind spots

that are undermining your own success.

Find out where you're stuck

in your comfort zone, and know what that's costing you.

Create breakthrough results

in your business, by taking action that scares you.

Reduce risks

and achieve results faster, by making bolder steps.

Forge high-end relationships

with top CEOs and other world-class leaders

The CORE programme

Three powerful sessions over eight days

The Insight & Challenge CORE programme runs over three sessions, 100% online, in a highly interactive format.

You will receive the recordings of every session. But this is an intense, interactive coaching and leadership experience and we advise you to attend as many live sessions as you can.

All events begin at 6pm Dubai | 4pm Paris | 3pm London | 10am New York and last 2.5 hours.

Session 1. Challenging your world (Tuesday 8th November)

We'll challenge the assumptions that are holding you (and your business) back.  You see the world in a certain way; what will happen as you take radically different perspectives on your current challenges and opportunities?

Session 2. Challenging your limits (Thursday 10th November)

We'll challenge the comfort zone that you're operating within, the success formula that has served you well in the past but won't get you to the next level. What new possibilities will emerge when you push yourself beyond your normal limits?

Session 3. Challenging your future (Wednesday 16th November)

We'll challenge the ways in which you're playing too small. Despite the big goals you've set, you're not thinking big enough. What might a bolder and more inspiring vision look like, for you and your business?

The PLUS programme

Address the overload, be stretched by top CEOs, meet your peers

The PLUS programme turns the dial up even more, with exclusive extra sessions and in-person interactions.

Session 4. Challenging your calendar (December)

We'll challenge you to free yourself for more strategic activity. Most senior leaders are over-productive and under-creative, caught in the comfort zone of being busy. In this exclusive session Richard will provide challenging coaching and practical ideas, drawing from his new book, Making Time For Strategy.

Exclusive 'CEO Challenges' series

If you were in conversation with a highly successful CEO, what challenges would they set you? How would they push your thinking? We're giving some extraordinary CEOs the mic and asking them to challenge you on a critically important leadership topic. You'll have the opportunity to join these focused 30-minute sessions live, with the opportunity for Q&A, or you can simply catch up on the recordings at a convenient time.

An exclusive face-to-face event (London, Paris, Dubai)

As part of the PLUS package, you'll receive a complimentary ticket to an in-person event in one of these dynamic cities. This isn't another awkward networking event or anonymous conference, but a powerful in-person coaching experience in its own right. You'll go deep, fast, with other extraordinary leaders. We'll dial up the challenge even further. And you'll have a lot a fun, in a fantastic high-end setting.

  • London: Wednesday 9th November, 6pm local time
  • Paris: Thursday 10th November, 7pm local time
  • Dubai: Tuesday 15th November, event to be confirmed

Private 1:1 session to maximise your learning

Make sure you turn insight into action. As part of the PLUS package, you'll be eligible for a private 30-minute 1:1 coaching call with Richard Medcalf, at any convenient time during the 3 months following the event.  Use this to crystallise your learning, ensure your good ideas get implemented and followed up, or push your thinking some more in a private setting.

Your first challenge: decide!

Ticket prices go up in


You missed out!


A powerful week-long journey

Three core sessions

Access to recordings & worksheets



until 31st August 2022

Client Appreciation

Great learning experience

I always leave Richard's workshops with a higher sense of purpose and motivation to do things differently. It's a great learning experience.

Richard Bourne

I'm thinking bigger & bolder

These sessions have helped me think bigger and bolder in how I approach my role and interact with others.

Justin Kearney

Fantastic & amazing

Thanks again Richard for a fantastic session which has received amazing feedback.

Dan Wells

Helped me reframe

Richard really challenged my thinking and helped me reframe situations. Recommended for anyone looking to raise their game.

SVP, Customer Support
Fintech firm

Challenge I can't get elsewhere

I don't think I'd get anything like the same level of pushback or challenge [elsewhere]. I'd recommend Richard to anyone who wants to focus on the bigger issues.

Robert Bailkoski
CEO, Logicalis


Thanks for the presentation. It was an eye-opener for me. I've identified 3 actions that need my immediate attention.

Timothy Kamombo
Finance Director



The event is for CEOs and other senior executives. You should have wide organisational leadership responsibility. We reserve the right to decline your application and refund your ticket fee if you do not fit these criteria (for example, if you are a solopreneur or freelancer).

But most important is your mindset and openness to growing.

If you want to stay comfortable, this is not for you.

If you are not prepared to take a risk, please do not apply.

And if you're not ready to play full out, I advise you to pass.

But - if you understand that your personal transformation will unlock a new level of results in your business, then you'll be a perfect fit.

WHAT IS THE Cancellation Policy?

We have a No Refund Policy for a reason. We love people who commit. If you’re in, you’re in. And if it turns out that you can’t attend the event – your fee can be used as a full credit toward any Xquadrant service provided in the next 12 months – as long as you notify us more than 30 days before the event. If you need to cancel within 30 days of the event, we will not be able to transfer your ticket but you will get access to all of the recordings.

WHAT IS THE “200% Responsibility” Policy?

Great relationships involve 200% Responsibility. And 200% Responsibility is how we run our events. On our side, we PROMISE you, that we will show up 100%. We will hide nothing. We will hold nothing back. We will give you the most powerful, impactful, transformative event you have ever experienced.

On YOUR side, we REQUIRE of you to show up 100%. Hide nothing. Hold nothing back. Take action. Even when you’re afraid. Be vulnerable and coachable. Lean into your discomfort zone. Take risks. Mess up, screw up, FAIL! Again and again. Because more failure is the only guaranteed path to more success.


We are committed to making these happen.  However, if the global health situation or other unforeseen events make these events impossible to run in person on the specified date, we will offer you an online alternative or delay the event to a future date.

About your host

Richard Medcalf

Richard Medcalf describes himself as "what you get if you were to put a McKinsey consultant, a slightly unorthodox pastor and an entrepreneur into a blender".

Richard is a leadership consultant and trusted advisor to exceptional CEOs & Founders of complex technology-driven businesses, and to their leadership teams. 

His clients are elite performers who've already achieved incredible things, and still have the ambition to 10x their impact and influence and achieve something that seems impossible right now. That can involve 1:1 coaching, taking the leadership team to its next level, or scaling high-performance culture throughout the business.

After a Masters Degree at Oxford University, where he came top in his year, Richard started his career in a premier strategy consultancy where he rose to become the youngest-ever Partner. He then spent 11 years at tech giant Cisco, firstly elevating Cisco’s relevance in the C-suite of its Fortune 100 customers before being selected for an elite team set up by Cisco’s President and CEO, John Chambers and Chuck Robbins, to catalyse strategic partnerships & new business models.

Richard has advised Founders and C-level execs for 20 years,  from Fortune 100 companies (Comcast, Mastercard, Sanofi, Sky, Orange, Bosch…) to high-growth tech firms (in AI, networking, robotics, fintech, …). He has overseen >$2B of deals.

Keen to marry the disciplines of strategy and leadership in service of his clients, he qualified as an executive coach with a global leadership brand before founding Xquadrant in 2017.

Richard is bi-national English/French, lives near Paris, and is happily married and the proud father of two. He's also a licensed lay minister in the Anglican Church, and has an insatiable love for spicy food and the electric guitar.

Leave your comfort zone. Enter the possibility zone.

Your first challenge is to make the decision to be there...