Transformational digital leadership

I’m Managing Director at Deeson – the digital agency that specialises in high stakes, high profile digital transformation. I’m also COO at product start-up GreenShoot Labs.

I’ve always enjoyed working with people, teams and technology to deliver rapid and lasting change.

My career experience includes agency and client-side roles in the private and public sectors. I’ve led change programmes in areas including marketing, PR, e-commerce, business systems, publishing, customer service and internal communications.


Simon Wakeman
Cycling - Amstel Gold 2018

Away from work

I live in Kent with my wife, Jo, two children and two dogs. I enjoy running, road cycling, mountain biking, caravanning and generally being outdoors.

I keep track of my cycling, running and yoga on Strava. And I’m also an occasional homebrewer too.

Cycling adventures

In summer 2016 we did an unsupported bike ride of 186 miles from London to Paris in 24 hours. Read about our trip and find out how we did it here.

And then in summer 2017 we rode 211 miles from Canterbury to Amsterdam in 24 hours. Another great outing on lovely European cycling roads. Read about our adventure here.

In 2018 we took on the 122 miles of the Amstel Gold race in the hilly part of the Netherlands. 

London to Paris in 24 hours - the start