The New Leader’s Journal: Milestone update I

Well, that was an ugly meeting. No one circulated their updates in advance. People didn’t follow the meeting format.  It ended up being a free-flowing conversation instead of an update.  I thought I had set the direction in advance.  But they weren’t seeing things the way I did.

Part of me expected this to happen because I know it generally takes a couple of milestone update meetings to establish a rhythm. I know we have to get through these bad meetings early on to get to the good ones later and consistently moving forward, but it  did seem like a waste of time.

We did a good job at the end agreeing on what was particularly valuable about the meeting.  (And there were some valuable conversations.)  Then we agreed what would make these meetings even better going forward.  Step-by-step.

Reflections

Milestone management is a process, not a one-time event.  In some ways, the 100-day action plans are really about jump-starting the strategic, operational, and organizational processes.  Milestone management is a core operational process.  Hugely valuable.  Requires persistence to get operating right.

Had a good conversation with my boss, Jack, earlier this week.  I’m so glad I took him through the plan early on and have been keeping him up to date with how it’s working.  He definitely bought into the “go slow at first” approach, but is even more pleased now that we’re moving things forward.  He was particularly pleased with the output from our imperative workshop and heard good things from some of the participants.


The New Leader’s Journal is a fictional exercise illustrating the prescriptions and tools in the 3rd edition of The New Leader’s 100-Day Action PlanClick here to request an executive summary of the book.  Click here to order a copy.

Read More Articles

Concept image of human brain made of blue and gray paint brushes
The Neuroscience of Leadership: Accelerating Growth Mindset and Enterprise Performance

Organizations’ futures depend less on what their people know today than on how fast they can learn, adapt, and execute tomorrow. Building on Carol Dweck’s Growth Mindset – the idea that abilities can be…

Read Article
A group of professionals collaborating.
Everything Communicates: Especially As and To an Executive Onboarding into a New Role

Everything communicates. Everything you say and don’t say, do and don’t do, and the order in which you say and do it sends a message. The same is true for everyone around you. As an executive onboarding into a…

Read Article
Group team working in a office.
Designing The Right Offsites for Different Leadership Levels

Offsites can be rocket fuel or expensive theater. One difference is whether you design each for the kind of leadership each level needs to provide: cultural, strategic, operational, or tactical. When you nest your offsites to fit those roles, you…

Read Article
Argentina flag with the body shape of the country in soccer field.
Strategic Adaptation in Leadership: Lessons from the Argentina–England World Cup Semi-Final

The Argentina–England World Cup semi-final was not just a game; it was a live case study in how leaders deploy strategy and tactics—and what happens when they fail to adjust…

Read Article
Confident executive standing on a modern stage, delivering a presentation
Act Like You’re Already Successful to Jump-Start Success

Success doesn’t start when you “make it.” It starts when you behave like you already have. The best leaders - whether they are taking on a new CEO role, launching…

Read Article
Picture of the Allies Normandy World War II amphibious assault D‑Day
Why Leaders Get the Followers and Decisions They Deserve

Leaders don’t simply get the followers they deserve; they get the decisions they design for. When leaders understand the different ways people create value - artistically, scientifically, and interpersonally -…

Read Article