A Working Manuscript
Leadersh!t

How to Spot a Bad Boss — and How to Avoid Being One Yourself

Memoir Field Manual Coming 2025
Be First to Know
Get notified when
the book drops.

Launch date, pre-order link, and early excerpts — straight to your inbox.

No spam. One email when it drops.
You're on the list. We'll be in touch.
About the Book

Part memoir.
Part field manual.

I have had bad bosses before. Moments where I felt unheard, unseen, unappreciated — the kind of slow-burn frustration that makes you fantasize about walking out during a Tuesday afternoon meeting. But I had never had a boss, or worked for a company, like the one I would come to think of as the most toxic organization I had ever encountered.

It was the highest-paying job I had ever had. The highest title. And I had wanted it for a very long time. Early in my career I set a goal for myself to grow into a leadership position — and when I finally got there, what I found was Leadersh!t.

The day I left, one of the HR team members and I had a brief, casual conversation standing next to my car. I said to her, "I just cannot figure this place out — it's so toxic and dysfunctional." She looked at me with an expression I will never forget and said, "It runs very deep here." And with that, I got in my car and drove away.

After my time there, one thing is certain: toxic and abusive workplaces start with Leadersh!t.

This book is part memoir, part field manual for how to spot bad leadership — and how to make sure you never become it yourself.

She looked at me with an expression I will never forget and said,
"It runs very deep here."
What's Inside
Part One
The Anatomy of a Bad Boss
Recognizing the archetypes — from the oblivious to the deliberately destructive.
01The Ghost — Leaders Who Disappear When It Matters
02The Credit Thief — Bosses Who Take and Never Give
03The Chaos Agent — Managers Who Run on Drama
04The Bully — Fear Dressed Up as Standards
05The Gaslighter — When Reality Becomes Negotiable
06The Incompetent — Promoted to Their Level of Maximum Damage
07The Favorite-Player — One Rule for Them
Part Two
The System That Protects Them
Why bad bosses survive — and what organizations do to enable them.
08How Bad Bosses Get Promoted
09The Culture That Runs Deep
10HR's Role — Helper or Obstacle?
11The People Who Stay and Why
Part Three
What You Can Do About It
Survival strategies, documentation tools, and when to leave.
12Documenting What's Happening
13The Conversation You Need to Have
14When to Stay. When to Go.
15Rebuilding After a Bad Boss
Part Four
Making Sure You're Not One
The self-audit for leaders who want to lead well.
16The Wince Test
17The Presence Audit
1895% of Managers Think They're Self-Aware
19The Leader You're Becoming
From the Manuscript
Chapter 01 · The Ghost

Leaders Who Disappear When It Matters

The boss who is never there. Physically present, emotionally absent. No feedback, no direction, no accountability — just a title and a parking spot.

"I don't have a lot of clarity for you" was my boss's catchphrase.

In the first few months at what I have come to think of as the most toxic company on Earth, my boss answered a surprising number of direct questions with some version of that phrase. What are my priorities this quarter? I don't have a lot of clarity for you. What does success look like in this role? I don't have a lot of clarity for you. Should I be worried about what's happening with the restructure? I don't have a lot of clarity for you.

The Ghost doesn't always know they're haunting you. More often, they're avoiding the discomfort of not having answers — and choosing to make that your problem instead of theirs.

🔧 Tool · The Presence Audit
01
The Name Check
Write down the names of every person who reports directly to you. Next to each name, write the last time you had a meaningful conversation with that person — one that went beyond "good morning." If you struggle to remember, that is your data.
02
The Daily Touch
Each day, make one deliberate, small connection with at least one person on your team. A question about a project. A follow-up on something they mentioned last week. A check-in that says I see you.
Spot Check
When was the last time you had an uninterrupted one-on-one with each of your direct reports?
If one of your employees were asked to describe your leadership style, would the word present appear?
Is there someone on your team right now who is doing excellent, invisible work that you haven't acknowledged in the last thirty days?
Chapter 16 · Part Four

The Wince Test

The simplest self-audit a manager can run. It takes thirty seconds and tells you everything.

Think of the last difficult conversation you had with a direct report. Now think of the last one you avoided.

If the second list is longer, you're failing your team in a way that doesn't show up on any performance review — yours or theirs. The wince test is simple: when you imagine having the conversation, do you wince? That wince is information. It tells you that you know this needs to happen and that you're afraid of it. Both of those things are true. Neither of them is a reason not to do it.

Bad bosses wince and walk away. Good leaders wince and walk toward.