I’ve come to believe what Chesterton once said. Art is limitation, and the essence of every picture is the frame. It took me time to see that truth.
Many of us grow up thinking freedom creates great work. Unlimited time. Unlimited canvas. Unlimited choice.
But if you’ve ever stared too long at a blank page, you know what real freedom can feel like. Paralyzing.
Nothing takes shape until the edges appear. A story waits forever if the writer can’t decide where it begins. Music is noisy until the composer chooses a key. The frame gives the work its purpose.
The same is true in leadership and life. A budget helps us decide what we value. A deadline turns a dream into something real. A small team learns to trade excess for imagination. Limited resources push us to invent new ways to adapt. The frame brings focus.
Still, the frame itself matters. A picture can feel cramped when the frame becomes too tight. A project can drift when the wrong thing fills the center. When the boundaries are off, the whole image loses clarity. That’s why wise leaders spend time defining the edges before the work begins.
Whenever I work on a puzzle, I start by finding all the edge pieces. Once the border comes together, I can see how everything else might fit. The same principle applies to creative work and leadership. The edges give us context. They help us imagine where the middle pieces belong and how the picture will come to life.
Frames should change as we grow. The world shifts. We learn more about what we’re building. Every so often, we step back and see whether the picture still fits. Sometimes the frame needs widening. Sometimes the colors need more light. Adjusting the frame keeps the beauty true.
Constraints give possibility its shape. They reveal what truly matters. Choosing the right limitations helps us see what is essential.
When you feel boxed in or limited, pause before you push against the edges. The frame around your work may be the very thing helping the picture appear. And when the picture becomes clear, refresh the frame so the beauty within it continues to grow.
Thanks to James Clear for sharing this G. K. Chesterton quote: “Art is limitation; the essence of every picture is the frame.”
Ideas and wisdom often arrive with familiar roots.
My views on leadership come from my lived experiences and lessons I’ve learned from great builders and thinkers like Andrew Carnegie, Peter Drucker, Tom Peters, Ken Blanchard, Marshall Goldsmith, Zig Ziglar, Stephen Covey, Jack Welch, Seth Godin, Jeff Bezos, Gary Vaynerchuk, Tim Ferriss, Jocko Willink, James Clear, and countless others.
I’ve also worked with amazing managers and mentors over many decades, including a few who taught me what not to do.
Since I find myself often returning to these lessons, I thought it would be useful to write them down in a list for easier reference.
Leadership Foundations
1. Leadership begins in your mind long before it shows up in your actions.
2. Self-awareness is a leader’s first and most enduring responsibility. Know how your actions land, then lead on purpose.
3. Character outweighs credentials over the long haul.
4. Integrity compounds like interest. The longer you hold on to it, the more it grows.
5. Values are the compass that keep you on course when circumstances shift.
6. Humility is the strength to put others first.
7. Influence comes from trust, not job descriptions.
Vision and Direction
8. A leader’s vision must be big enough to inspire, but clear enough to act on today.
9. Clarity reduces fear. Ambiguity fuels it.
10. Momentum builds when people see the destination and believe they can reach it.
11. Vision is not just what you see. It’s what you help others see.
12. The clearer you are about the goal, the less room there is for fear to grow.
13. Purpose is the map. Storms are just temporary detours.
14. Belief in the destination turns small steps into powerful strides.
15. Every action should feel like part of the same bigger story.
16. Sometimes waiting is the boldest move you can make. Strategic patience is powerful (and extremely difficult).
People and Relationships
17. The right people in the right roles multiply results beyond what you can imagine.
18. A culture of respect will outlast a culture of urgency.
19. Listen like the person speaking might hand you the missing puzzle piece.
20. Pass the applause to others but keep the accountability close to your chest.
21. Trust is invisible, but when it’s gone, everything feels heavier.
22. Relationships need regular deposits of attention, not just withdrawals of effort.
23. Helping someone else win creates a tailwind for your own success.
Decision-Making
24. Good decisions blend facts, values, and the courage to act.
25. The first idea is often just the trailhead. Walk farther.
26. Energy without wisdom burns out. Wisdom without energy gathers dust.
27. Choose the option you can defend in the daylight and live with in the dark.
28. A quick, small decision can open doors a perfect plan never reaches.
29. It’s easier to fix a wrong turn early than to build a new road later.
30. Never cash in tomorrow’s credibility for today’s convenience.
Resilience and Adaptability
31. A setback is a classroom, not a graveyard.
32. Flexibility is a skill, not a personality trait. Practice it.
33. Change is the proving ground where talk becomes action. Priorities sharpen, assumptions get tested, and leadership shows up in decisions, owners, and dates. If nothing changes (no decision, no owner, no date) it was only talk.
34. Adapt your tactics, but never your core.
35. The best views are earned with effort you once thought impossible.
36. Challenges test your limits so you can discover you’re stronger than you ever imagined.
37. Sticking with it usually turns “almost” into “done.”
Growth and Learning
38. The best questions are the ones you don’t yet know how to answer.
39. The moment you stop learning, you stop leading. Sometimes before you notice.
40. Pride blocks the front door to growth. Curiosity leaves it wide open.
41. Ask for feedback before circumstances force it on you.
42. Teach your knowledge, always remembering that your actions teach your values.
43. Every conversation nudges someone closer to, or further from, their best self.
44. Failure carries lessons that success hides. Corollary: High water covers a lot of stumps.
Impact and Legacy
45. Success without significance is empty.
46. The influence you have on people’s lives will outlast your achievements.
47. Your legacy is written in the lives you touch, not in the titles you hold.
48. Leadership is something you borrow from the future. It must be returned in good condition.
49. The most meaningful titles are the ones people give you, not the ones on your nameplate.
50. Think in decades when deciding what to plant today.
51. Your success is multiplied when others stand taller because of you.
52. The best proof of leadership is when growth continues without your hand on the wheel.
53. Leave every place and every person better than they were when you arrived.
Communication & Culture
54. Say the quiet part kindly and clearly. Clarity without kindness bruises. Kindness without clarity confuses.
55. Stories travel farther (and faster) than memos. Stories move people. Memos inform them. Stories turn intention into action.
56. Consistency in small signals (tone, timing, follow-through) builds culture faster than slogans.
57. Meetings should create movement. Reserve live time for decisions and collaboration. End with owners and dates. If it’s just a podcast, send an email. If only two people need to talk, make it a call and give everyone else their time back.
58. Celebrate progress out loud so people know what “right” looks like.
59. Honesty scales when leaders go first. Name the hard thing and show how to address it.
60. Culture forms around what you tolerate as much as what you teach.
Execution & Accountability
61. Strategy stalls without a calendar. Put names and dates on intentions.
62. Start now. Ship one useful thing today. Ride the wave of momentum that follows.
63. Priorities aren’t what you say first. They’re what you do first.
64. When everything is urgent, nothing is important. Choose the one thing that unlocks the next three.
65. Inspect what you expect. Review, refine, and recommit in frequent loops.
66. Own the miss publicly and fix it quickly. Speed heals trust.
67. Scoreboards matter. People work smarter when progress (or lack thereof) is visible.
Faith, Purpose & Centering
68. Quiet time isn’t empty time. It’s where courage and wisdom refuel.
69. Purpose steadies the hands when the work gets heavy.
70. Gratitude turns pressure into perspective.
71. Servant leadership begins by asking, “Who needs strength from me today?”
72. Hope is a discipline. Practice it especially when results lag.
Leading Through Change & Uncertainty
73. Name the uncertainty. People handle the unknown better when it has boundaries.
74. Trade predictions for scenarios. Prepare for several futures, not just your favorite one.
75. Replan without blame. The map changes when the terrain does.
76. Communicate more than feels necessary. The vacuum of silence fills quickly with speculation.
77. Keep experiments small and reversible, so learning is fast and affordable.
78. Endurance is contagious. Your calm can be the team’s shelter in a hard storm.
Coaching & Talent Development
79. Grow people on purpose. Make development a standing agenda item.
80. Coach with questions that build judgment and ownership.
81. When you delegate the result, delegate the authority to achieve it. Authority and responsibility should be in balance.
82. Set intent and boundaries. Agree on check-ins. Then step back so the team can step up.
83. Size stretch work to the person’s readiness. Provide the right challenge, real help, and visible sponsorship. It’s okay if they reach the result by a different route than yours.
84. Build a bench before you need one. Succession begins on day one.
Supportive Organizational Behavior
85. Make it safe to disagree. Invite the view that challenges yours.
86. Credit ideas to their source. Recognition fuels contribution.
87. Write agendas as outcomes, not topics.
Systems Thinking & Process
88. Correct the mistake and improve the system that allowed it.
89. Turn recurring work into checklists and rhythms so excellence is repeatable. Then automate it.
90. Map the flow of work end to end. Prune any step that adds no value. Unblock the rest.
91. Measure what matters. Review it at a pace that improves the work.
Stakeholders & Customer Focus
92. Start with the customer and work back to today’s priorities.
93. Define success in customer outcomes, then align processes, metrics, and rewards.
94. Close the loop by telling people what changed and why.
Conflict & Courageous Conversations
95. Address tension early while the knot is small.
96. Separate the person from the problem. Aim at the issue, not the identity.
97. Put the real issue (the skunk) on the table. Agree on facts before you debate fixes.
Energy & Well-Being
98. Protect time for deep work and recovery so decisions are sharp.
99. Model healthy boundaries. Your example sets the team’s norms.
100. Choose a sustainable pace over heroic sprints. Consistency wins the long game.
Leadership is a skill to be learned and practiced over a lifetime. It grows through steady reflection, small improvements, course corrections, and new discoveries. These reminders pull us back to what matters when life and work get noisy.
Whether you lead a company, a classroom, a project, or a family, your influence reaches far beyond the moment.
The truest measure of leadership is the people we serve and the leaders they become.
Photo by Marcus Woodbridge on Unsplash – I love the idea of a lighthouse showing the way, standing firm and steady especially when the waves are their scariest.
I heard a quote recently from Tony Xu, the CEO of DoorDash:
“What we’ve delivered for a customer yesterday probably isn’t good enough for what we will deliver for them today.”
It’s not about failure. Xu isn’t saying we got it wrong. He’s pointing to something more subtle that applies not only to tech companies like DoorDash, but to every business in every industry. Regional banks. Manufacturers. Educators. Consultants. Entrepreneurs. Even nonprofit leaders. No one is exempt.
It’s tempting to believe that what worked before will keep working. After all, if it’s not broken, why fix it? That quiet assumption that if we keep doing what we’ve always done, success will follow.
But that mindset is quietly dangerous. The world isn’t that simple.
Customers don’t live in yesterday. They live in the now. They’re comparing their experience with us not just to our competitors, but to the best parts of every interaction they’ve had today.
They’re comparing our website to their grocery buying app. Our onboarding process to a streaming service subscription they love. Our customer service calls to the help they received (or didn’t) from their cell phone company.
We’re not being compared to the bank down the road or the business across the street. We’re being measured against the most seamless, most helpful, most human-centered experience our customers have ever had.
That’s a very high bar. It’s unfair…and they don’t care.
It’s easy to forget their perspective from inside our organizations. We become focused on the big system conversion we’re managing, the vendor issue we’re troubleshooting, the reorganization plans we’re working on this quarter, or the new regulatory review that’s keeping us up at night.
These are real and important things. But the customer doesn’t see them, nor should they.
They’re living in their own world, with their own challenges and needs. They’re asking, quietly and constantly, “Are you making this easier, or harder, for me?”
They’re rightfully selfish in that way.
Some important questions to consider:
–What are my customers or team members quietly expecting that I haven’t noticed yet?
–What have I continued doing because it worked before, even though the market has changed?
–What future am I preparing for? The one I’ve known in the past, or the one that’s unfolding in a new direction?
–Am I making excuses that only make sense inside our organization?
I don’t think leadership is about chasing every trend. But I do believe it’s about staying awake. Staying open. Listening for what’s emerging and not just reacting to what someone else has made clear.
The fact that something worked yesterday doesn’t make it sacred. It makes it a foundation. And foundations are meant to be built upon…not celebrated as finished.
If we truly care about the people we serve, we’ll stay curious about how to serve them better. Because they’re not standing still. Their lives are shifting. Our job isn’t to cling (desperately) to relevance. It’s to keep earning it.
So, we never stop building. We keep asking the hard questions. We stay close to our customers so we can hear what they’re not saying yet. And we must choose to meet tomorrow’s expectations before they arrive at our doorstep.
Yesterday’s work mattered. It carried us here. But it’s today’s effort—and our willingness to keep stretching—that will decide if we’re still invited to serve tomorrow.
As Shunryu Suzuki once said, “In the beginner’s mind there are many possibilities. In the expert’s mind, there are few.”
It’s great to be an expert in our field. But sometimes, a beginner’s mindset is exactly what we need to see things from the most important perspective. Our current and future customers’ perspective.
Photo by Bayu Syaits on Unsplash – I love the imagery of these two climbers at the top of a mountain. They may take a short rest to celebrate their achievement, but that next peak is already in their sights.
Grandpa Bob Encouraging Leadership 
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