connecteddale

Now

This is what I'm busy with now (updated March 2026).

Strategy coaching

Designing and facilitating board retreats and senior leadership offsites — helping teams confront the real strategic questions rather than the comfortable ones

Using the MIT Beer Game to illustrate systemic chaos

Executive coaching across multiple clients — from founders navigating growth-stage to senior leaders working through role identity and accountability

Helping organisations build quarterly planning structures that connect strategy to individual targets

Facilitation and teaching

Preparing a scenario planning workshop for Rhodes University, using the Iran conflict as a live case study where students build scenarios by doing, not by being told

Collaborating with a facilitation team on designing high-stakes live presentation experiences

Building tools

Developing a diagnostic tool (Snap) that gets behind people's typical defences to give a more honest read on strategic questions

Migrated ConnectedDale from OpenBSD to Debian — still tinkering under the hood

Coaching craft

Deep reflective exercise over recent 50+ coaching sessions

Portfolio life

Early Chinese thought and practical philosophy — connecting ancient wisdom to modern leadership

Pondo Trail with friends, Cape Town Cycle Tour, time on trails, foiling and yoga

Fun Fact "Now Now"

Anyone who has been to South Africa knows that "now" (sometime, maybe, eventually), "now now" (I plan to get there but could be shortly or a bit later), "right now" (a little more urgent but still ambivalent) and "just now" (later) all have specific meanings that are known to locals and opaque to anyone not familiar with them.

This Now page inspired by The Now Page movement . For a full collection of Now pages see https://nownownow.com .