SmartWork Bulletin
Actionable strategy, tech tips, and business-building insight for small business owners.
Latest Posts
The Compass, The Map, The Terrain: Conclusion
September 9, 2026
A compass tells you your direction. A map shows you the planned route. Terrain awareness keeps you in the real world.Most leaders lean on one at the expense of the others. The best use all three.Without a compass—your values and purpose—you drift. Decisions get made for the wrong reasons, and it’s hard to know when … Read more
The Terrain: Dealing With Reality
September 9, 2026
You’ve got your compass — your values, your north star. You’ve got your map — your strategic plan, built as a testable hypothesis. Now comes the part that humbles every business owner: the terrain. You start moving, and everything changes. A competitor opens across the street. A supplier drops a bombshell. A customer segment you … Read more
The Map – Strategic Planning as a Road Trip
September 9, 2026
In the last post we explained how a compass (your values), a map (your strategy) and the terrain (the real world) work together to give leaders direction.Now we zoom in on the map and treat it like a road‑trip itinerary: a series of educated guesses that you test, adjust, and sometimes reroute as the landscape … Read more
The Compass, The Map, and The Terrain
September 9, 2026
Every organization plans with the future in mind—but the future never shows up exactly as expected. That’s why great strategy isn’t just about building a plan. It’s about knowing how to navigate. One of the most useful metaphors for strategic planning is understanding the relationship between the compass, the map, and the terrain: The Compass … Read more
Creating a Strategic Plan
September 9, 2026
This will begin the discussion of creating a strategic plan. The most important thing here is that there are many ways to create a strategic plan. Before anything else, I’ll say this – use what works for you. A strategic plan can be as detailed or general as you need it to be. So let’s … Read more
All Bulletin Posts
October 2026
- Asana vs. Chaos: What a Well-Structured System Feels Like Oct 12, 2026
- 3 Signs Your Work Has Drifted From Your Strategy Oct 9, 2026
- The Tool Isn't the Problem. The Setup Is. Oct 7, 2026
- Your Project Management Tool Isn’t the Problem (Your Setup Is) Oct 5, 2026
September 2026
- Making It Stick Sep 17, 2026
- The Fixes That Work Sep 15, 2026
- Scaling What Works Sep 9, 2026
- Embedding Experimentation into Your Plan Sep 9, 2026
- What Makes a Good Strategic Bet Sep 9, 2026
- Experimenting with Strategy: Small Bets, Big Gains Sep 9, 2026
- The Compass, The Map, The Terrain: Conclusion Sep 9, 2026
- The Terrain: Dealing With Reality Sep 9, 2026
- The Map – Strategic Planning as a Road Trip Sep 9, 2026
- The Compass, The Map, and The Terrain Sep 9, 2026
- Creating a Strategic Plan Sep 9, 2026
- Practical Tools and Techniques for a Living Plan Sep 9, 2026
- What Makes a Plan Living Sep 9, 2026
- Why Static Strategic Plans Fail Sep 9, 2026
- Strategy Comes Alive Sep 9, 2026
- Moving Along the Strategy Spectrum Sep 9, 2026
- Strategy: Blueprint or Improv? Sep 9, 2026
- The Strategy Spectrum: Improv Sep 9, 2026
- The Strategy Spectrum: The Blueprint Approach Sep 9, 2026
- Strategy Versus Tactics Sep 9, 2026