Friday, May 29, 2026

Strategic Simplicity® #43

If every initiative depends on every other initiative, the strategy is probably unfinished.

Thursday, May 28, 2026

Strategic Simplicity® #42

Most organizations don’t have a capacity problem. They have a decision-allocation problem.

Wednesday, May 27, 2026

Strategic Simplicity® #41

The hidden cost of overcomplication is not just wasted money. It’s delayed momentum.

Tuesday, May 26, 2026

Strategic Simplicity® #40

Many executives don’t need more data. They need someone willing to identify what truly matters inside the noise.

Friday, May 22, 2026

Strategic Simplicity® #39

A transformation rarely fails because of one giant mistake. It fails from dozens of small compromises no one stopped.

Thursday, May 21, 2026

Strategic Simplicity® #38

Complexity often survives because everyone is adapting to it instead of questioning it.

Wednesday, May 20, 2026

Strategic Simplicity® #37

The more often a team says “everything is a priority,” the more likely nothing important is actually moving.

Tuesday, May 19, 2026

Strategic Simplicity® #36

Most organizations don’t suffer from lack of strategy. They suffer from not knowing which part of the strategy is actually decisive.

Monday, May 18, 2026

Strategic Simplicity® #35

If a transformation requires constant re-justification, the underlying constraint has not been clearly understood.

Friday, May 15, 2026

Strategic Simplicity® #34

You don’t need better alignment meetings. You need to identify the decision that alignment is trying to avoid.

Thursday, May 14, 2026

Strategic Simplicity® #33

When everything feels important, nothing is. The real work is identifying what is actually constraining progress.

Wednesday, May 13, 2026

Strategic Simplicity® #32

Most stalled programs aren’t stuck in execution—they’re stuck in unresolved decisions at the top of the system.

Tuesday, May 12, 2026

AI Truth and Accuracy

I think the question isn't "Can we trust the AI?" It's "Can we build guardrails around the LLM to auto detect when it's not accurate or truthful enough for our particular task?"

Strategic Simplicity® #31

Complexity is often just the symptom. The real issue is a hidden constraint no one has surfaced or named.

Monday, May 11, 2026

Strategic Simplicity® #30

If every initiative is “high priority,” it usually means the organization has lost sight of what actually drives outcomes.

Saturday, May 9, 2026

You Shouldn't Want Balance in Your Life.

Forget "Work-life balance". You want "work-life flux." That means sometimes focusing on work, and sometimes on life / play. Adjusted dynamically, as needed, without guilt.

Friday, May 8, 2026

Strategic Simplicity® #29

Most executives don’t need more data. They need clarity on which decision is actually holding everything else back.

Thursday, May 7, 2026

When the Key Change is not The Key Change.

Strategic Simplicity® is all about identifying the key change or priority to get the most important result for your business or personal goals.

But, sometimes, the Key Change is NOT the key change for right now. If the Key Change generates resistance or has a low chance of success, then there may be a First Key Change. Doing this first might prove the concept, and/or increase the odds of the Key Change.

For example, developing a new software system may be a key change that speeds up your manufacturing process. But, if you feel that you'll only have 45% of success because of the state of your project management organization, and fixing that would raise the changes to perhaps 75%, then fixing your project management is the key change for right now.

Strategic Simplicity® #28

You don’t have a prioritization problem. You have too many priorities because no one is willing to eliminate the wrong ones.

Dad jokes:

1. Someone ripped the fifth month out of my new calendar. I’m dismayed.

2. A woman fainted and fell onto the baggage carousel at the airport. But she’s slowly coming around now.

3. I saw a CraigsList ad that said, “Radio for sale, volume stuck at 10.” I said to myself, “Man, that’s a deal I can’t turn down.”

4. I’m sorry to hear your uncle was run over by a boat in Venice. My gondolences.

5. Today I gave my dead batteries away. They were free of charge.

6. It’s inappropriate to make a ‘dad joke’ if you’re not a dad. It’s a faux pa.

7. I’m going to have to return the camouflage jacket I bought last week. I just can’t see myself wearing it.

Wednesday, May 6, 2026

Strategic Simplicity® #27

If your roadmap keeps expanding, it’s not a planning problem. It’s a signal that the real priority hasn’t been identified yet.

Tuesday, May 5, 2026

Strategic Simplicity® #26

Most transformation initiatives don’t stall from lack of effort—they stall because no one has identified the constraint everyone is working around.