Courage in Leadership




The 5 Minute Tech Break
Courage in Leadership





Happy Friday


We work with amazing tech leaders and managers from around the world.
This week our mentoring team have been on calls from Rio to London, Dubai to Melbourne.

What’s interesting is that despite the geographical spread of our customers, many of the challenges being faced are remarkably consistent. The language of tech is truly global.

One topic that came up this week was around courage in leadership, what it means to lead, having courage to do the right thing and take responsibility for decisions that will impact heavily on those around you.

We’ve dug out some articles based around the same.

Enjoy the read and have a wonderful weekend.

Andrew Weaver
CTO Academy
[email protected]



Courage in leadership: From the battlefield to the boardroom

Interesting article from former military man, comparing courage in the battlefield with courage in the c-suite.

“The battlefield may be a crucible for all manner of success in life.  Survive, and you’re likely agile, decisive, quick thinking and – above all, courageous. And that courage manifests itself not just in a firefight. As this Ivey PhD and battle-tested Canadian Forces officer writes, courage means much more than bravery. It means having the character traits that make you an effective leader on the battlefield – and in the C-Suite”



When’s the last time you felt uncomfortable as a leader?

Many of you subscribe with CTO Academy because you’re ambitious, driven, motivated and maybe, feeling occasionally uncomfortable?

Those elements tend to go together because if you’re driving yourself to achieve the career you want and grappling with the conveyor belt of challenges that leadership brings, you will often find yourself being outside your comfort zone.

As leadership can also bring a sense of isolation, that discomfort doesn’t always have an outlet. We’ve written before about tech leaders often feeling Lonely at the top.

Here’s an article with The 4 (Often Uncomfortable) stages all new leaders and managers go through.



Podcast of the week … Brene Brown with Tim Ferris

As a follower of Tim Ferris and Brene Brown, I jumped all over a podcast conversation between the two “Brené Brown — Striving versus Self-Acceptance, Saving Marriages, and More

To those of you unfamiliar with Dr. Brené Brown, I really recommend you dive into some of her work.

She has spent the past two decades studying courage, vulnerability, shame, and empathy and is the author of five #1 New York Times bestsellers: The Gifts of ImperfectionDaring GreatlyRising StrongBraving the Wilderness, and her latest book, Dare to Lead, which is the culmination of a seven-year study on courage and leadership.

Brené hosts the Unlocking Us podcast, and her TED talk — The Power of Vulnerability — is one of the top five most viewed TED talks in the world with over 45 million views.

She is also the first researcher to have a filmed lecture on Netflix. The Call to Courage special debuted on the streaming service on April 19, 2019.




Stripe : What a story

We use Stripe for our payments.
It’s intuitive and easy to use.

You can see why they’re flying and now valued at $35bn ….

So we enjoyed this article capturing their story so far and the wide open spaces still available in the Online Retail market.

Stripe Teardown: How The $35B Payments Company Plans To Supercharge Online Retail



Recent CTO Academy Lectures

The most recent lectures on CTO Academy [course title in brackets]

  • Introduction to Selling [Commercial]
  • Selling and the Importance of Trust [Commercial]
  • Business Valuations [Commercial]
  • How To Raise Seed Capital [Start Ups / Funding]
  • Importance of Blog Writing for Tech Leaders [Personal Dev]
  • Team Building [Leadership]
  • Handling Interviews [Personal Dev]
  • Qualities of an Effective Customer Service Team [Commercial]

Fresh release of lectures in February including a look at OKRs.
Any topics you’d like us to cover?


Access to all course material from just $49.
More information here.



Quote of the week

“Do one thing every day that scares you.”

“Courage is more exhilarating than fear and in the long run it is easier. We do not have to become heroes overnight. Just a step at a time, meeting each thing that comes up, seeing it is not as dreadful as it appeared, discovering we have the strength to stare it down.”

– Eleanor Roosevelt