The other day I ran a transformative technology session as part of the Victorian Innovation Festival. During the session I asked the sixty or so participants who was currently involved of some type of digital transformation and about 50% raised their hands. From my experience this is about average these days. One in two organisations have some type of digital transformation agenda they are trying to pursue…and most of them will fail.

Victorian Innovation Festival

The exact rates of failure are hard to gauge, in fact the whole concept of digital transformation is rather murky (not least because there is no clear definition…


For the last nine months or so I have been working on a secret project. It would have been called a skunkworks project if I worked at Lockheed Martin, or a moonshot if I worked at Google, but as I work at neither of these places (and have a much smaller budget) I just called it Project Live.

Project Live is an (ongoing) experiment in the future of keynotes and live events. It was born out of a realisation that most professional speakers present cannot compete with the prerecorded virtual versions of themselves. Just like TED.com has a far bigger…


After nearly three months we finally returned from our Life Work adventure a week or so back. It’s taken me a little time to write about it because a) I’m still sifting through all the memories to find the hidden gems of meaning; and b) the day after we got back I took off to Perth for four days to help an old friend celebrate his 40th birthday.

Two and a half months up and two days back

One phrase that has been with me over the whole journey is plastered across the title of this blog. I found the phrase left in the comments section of either a Facebook…


On Wednesday we left Byron Bay to head up to the Gold Coast and spend a week at the theme parks. Along the way we had arranged to stop at an old friend’s place outside of Mullambimby. His property, aptly called Altitude 261, required ascending a road that was both rather steep and rather poorly maintained. …


I’m pretty sure I don’t necessarily believe in karma. If I did, I would have put down last week to a karmic episode, instead I’m now forced to find some other life lesson in what happened.

I had been really looking forward to last week, as much as it meant me leaving Dennis (the camper van) and Daisy (the camper trailer formally referred to as Goldie) for a few days it was going to be the most radical example of our Life Work Adventure. It involved me flying out from our trip to present at three events across three states…


We are now a little over a month into our three-month Life Work Adventure. One of the key motivators behind the trip for both Nomes and myself was to get a break from our tightly scheduled existence (fully acknowledging that neither Nomes nor I have schedules that are either tightly packed or terribly well planned). What this meant was that by the time we left home five weeks ago we had little idea of where we were going or what we wanted to do on the trip.

Our camp at Glenworth Valley with the bed in Dennis set up for Mum and Dad. Are we the only people travelling the coast with a spare room?

This approach, and its potential short comings, were on full display on Mother’s…


This week I took my kids surfing for the first time. We were staying at Broulee on the NSW south coast and its safe beaches and long easy waves make it an ideal place to learn to surf…or at least that’s what the brochure says. It turns out I had recently come into a brand new 9' mini mal (more on that later) and it seemed like the perfect opportunity to get a lesson on how to use it. Better yet, I could do a group lesson, take the girls and triple the experience.

I organised a one and a…


On Friday last week I had an early morning coaching session scheduled with a new member of the Digital Champions Club. Most of my meetings and coaching sessions are conducted over teleconference…which is rather convenient given that I’m currently working from a camper van travelling up the east coast of Australia.

Whenever I have a meeting there are certain things I do to ensure the quality of the experience*. The first thing I do is find a suitable distraction free environment to work from. The second thing is to run a speed test to ensure whatever network I’m using has…


One of the interesting challenges of life on the road is schooling Miah and Poppy. As we are only away for one term both their teachers have taken a fairly relaxed attitude to what this looks like and, like us, believe that what the experiential learning of the trip will far exceed what they might get from two and a half months of formal education.

An example of this occurred the other night when we started discussing analogies. I don’t remember exactly how the subject came up but we ended up playing a game of analogies around the table after…


A quick word of warning: I’m taking a break from my usual style of newsletter for a few months to share something a little more personal…in fact I’m not just taking a break from my usual style of writing, I’m taking a break from my usual style of life.

For the next three months I’m going to be living in and working in a camper van as I travel up the east coast of Australia with my family. Along the way I will also be capturing what I learn and sharing it via my newsletter and on YouTube. …

Simon Waller

Teaching organisations about technology, social change, resilience and the future of work

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