Field Notes for CEOs

Your leadership team has the talent.
This is about the gap.

Long-form essays and quick references for executives who sense something is off with their team — and want to name it precisely before it costs them.

32 essays
28 quick references

Featured Essays

The highest-stakes reads
Most Read

The Founder Bottleneck: Why Everything Runs Through You

The founder bottleneck is when a company grows but its decisions don't. Why delegation alone won't fix it — and the sequence that does.

7 min read · Ownership
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01 The first essay most CEOs read — and the one they send to their COO afterward.

All Essays

32 essays
01 The Founder Bottleneck: Why Everything in Your Company Runs Through You Why growth stalls when every decision routes through the founder — and how to build a leadership team that runs without you in the room. 7 min · CEO Problems 02 What to Do When Your Executive Team Doesn't Trust Each Other Low trust on an executive team looks like polite meetings and hallway truth. Why offsites don't fix it, why team trust beats 1:1 repairs, and what… 6 min · Trust 03 How to Transition From Founder-Led to Team-Led Leadership A company is team-led when big decisions get made well without the CEO in the room. Why most transitions fail and the order that makes the shift… 8 min · CEO Problems 04 Why Your Leadership Team Avoids Hard Conversations More than 80% of workers are holding back from at least one hard conversation right now. Here's what a candor problem actually looks like on a… 6 min · Candor 05 My Leaders Won't Take Ownership: Why Everything Escalates to You When everything escalates to the CEO, look at what a mistake costs in your company. The CEO sets that price. What real ownership takes and how to… 5 min · Ownership 06 What Psychological Safety Actually Means for Executive Teams CEOs consistently overestimate how safe their team feels to speak up. Every single time. Here's what psychological safety actually is, why it's… 7 min · Trust 07 How Do I Know If My Leadership Team Needs a Coach? The signs a leadership team needs outside help, the situations where coaching is the wrong answer, and what to look for if you decide to hire someone. 5 min · Coaching 101 08 What Working With an Executive Team Coach Actually Looks Like Inside a real team coaching engagement: the diagnostic, what the coach does in your meetings, what's expected of the CEO, and how you know it's… 6 min · Team Dysfunction 09 What Executive Team Dysfunction Actually Costs Executive team dysfunction never appears on a P&L line, which is why it survives. The real costs: decision speed, redone decisions, lost executives… 6 min · Insight 10 Who Helps Executive Teams at Small Companies Work Better Together? The honest map of who does this work: team coaches, EOS implementers, peer groups, facilitators, and consultants. What each one is for and how to… 8 min · Insight 11 The Six Shifts, Explained: A Leadership Operating System for Executive Teams The Six Shifts is a leadership operating system for executive teams: trust, candor, ownership, empowerment, alignment, leadership, installed in that… 6 min · Six Shifts 12 How to Run a Leadership Offsite That Actually Changes Anything Most leadership offsites die at reentry. How to design one around the single conversation your team is avoiding, and what to do the Tuesday after. 6 min · Insight 13 Executive Coaching for Nonprofit Leadership Teams Nonprofit leadership teams avoid conflict differently: politeness gets mistaken for mission alignment. What team coaching looks like when the work is… 5 min · Insight 14 Why Everything in My Company Runs Through Me Your calendar is the real org chart. Why every decision routes through the CEO, the part you play in keeping it that way, and what loosening it looks… 5 min · Insight 15 Executive Team Coaching in Chicago Executive team coaching for privately held companies in the Chicago area: who it's for, what working together in person looks like, and how to start. 4 min · Insight 16 Coaching vs. Consulting: What's the Difference and Which One Do You Need? Coaching and consulting look similar from the outside and produce completely different outcomes. Andy Hite on the actual distinction, and why buying… 6 min · Insight 17 How to Build a Leadership Team That Doesn't Need You in Every Decision Most CEOs push tasks down and keep decisions, often without noticing the distinction. Here's what has to change before your leadership team can… 6 min · Insight 18 How to Build Accountability on an Executive Team More than 80% of managers struggle with holding others accountable. Here's why peer accountability almost never happens on leadership teams and what… 6 min · Insight 19 How You Treat People at Work Is a Business Decision Two-thirds of employees experience workplace incivility every month. Here is what it is actually costing your organization and what the research says… 6 min · Insight 20 Individual Coaching and Team Coaching Are Not the Same Work Individual and team coaching are not bigger and smaller versions of the same thing. Andy Hite explains the real difference, and why buying the wrong… 6 min · Insight 21 Is Executive Coaching Worth It? What the Research Actually Shows 86% of organizations that tracked coaching ROI at least broke even. But average ROI hides the real question: whether the conditions for a strong… 6 min · Insight 22 Signs Your Leadership Team Is Underperforming Most CEOs aren't aware their leadership team is struggling until someone else tells them. Here are the signs worth paying attention to before the… 6 min · Insight 23 The Leadership Team That Looks Good on Paper Leadership team dysfunction is common and CEOs are often the last to know. Here's why talented people don't automatically make a functioning team… 6 min · Insight 24 The Meeting After the Meeting 52% of senior executives say significant decisions happen outside formal meetings. Here's what the meeting after the meeting is telling you about… 6 min · Insight 25 The Most Underestimated Hour in Leadership 70% of employee engagement variance comes down to the manager. Here's what the research from Gallup, Andy Grove, and Marcus Buckingham says about the… 6 min · Insight 26 What Coaching Can't Fix Coaching is a powerful tool. It is not the right tool for every situation. Andy Hite on the problems that look like coaching problems but aren't, and… 6 min · Insight 27 What Silence in a Leadership Meeting Actually Means Silence in a leadership meeting is almost never agreement. It's a calculation. Here's what the research says silence is actually telling you and the… 6 min · Insight 28 What You Have to Bring The ROI of coaching depends on the coach and on you. Andy Hite on what leaders actually need to show up with, and why nobody talks about this side of… 6 min · Insight 29 When a Leader Changes, What Actually Changes? Leadership development focuses on the leader. But a leader doesn't operate in a vacuum — they operate inside a system. Andy Hite on what actually has… 6 min · Insight 30 When the CEO Is the Problem 95% of people believe they're self-aware. Only 10-15% actually are. Here's what happens when a CEO's blind spots become the operating norms of an… 6 min · Insight 31 Why Your Best People Are Leaving and You Don't Know Why 57% of employees have left a job because of their manager. The exit interview is too late and too polite. Here's what actually drives departure and… 6 min · Insight 32 Your Favorite Is Making You Blind Nearly 9 in 10 employees say they've witnessed favoritism at work. Here's what it's actually costing your leadership team and why the CEO is usually… 6 min · Insight

Quick References

Concepts worth knowing · 2–4 min each

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