Welcome to The New Leader, where I write without a filter about leadership, the broken hiring system, career reinvention, and what it actually costs to keep showing up.
I write about the part nobody briefs you on. The politics, the tradeoffs, the things leaders don't say out loud. Leadership isn't a gift or a title. It's just people trying to figure it out and not quitting when it gets hard.
That's the new leader. And it's all of us.
The insider job market
The so-called top 1% isn't about performance. It's about pedigree—the right schools, the right logos, the right people who already vouched for you. I've been on both sides of this filter. Same skills. Different read. Here's what that looks like—and what to do if you're not an insider.
Straight to trash
I've been job searching for 500 days. I've done everything right. And I keep hearing from people with nonlinear paths—survivors, caregivers, career changers—who are being systematically erased. The data backs it up. This is not a candidate problem. This is a design problem.
Leadership Essentials: Rest
We don't build rest into leadership. We build urgency, hustle, and heroic recovery stories. We admire the leader who shows up anyway—who powers through, who sacrifices. But exhaustion isn't a virtue. And the leaders we should follow are the ones who know when to stop.
Leadership Essentials: Perspective
Every spring break, my son and I take a road trip. It's not a break from leadership—it's a return to it. These trips give me perspective: a reminder that the long view, the human view, is what allows me to lead without losing myself.
Starting over. Again.
In 1999, I left a Fortune 100 job after cancer and started over at a five-person startup. It looked like a step backward. It was a lifeline. Two people—a recruiter and a hiring manager—saw something in me and trusted their gut. They changed my life. Most leaders never realize they have that power.
Get out of the way!
We called it swooping and pooping—when an executive flies into a meeting at the last minute, questions every decision, throws out uninformed directions, and leaves before the consequences land. It kills momentum, demoralizes teams, and erodes trust. Here's what high-performing teams actually need from leadership.
The cost of reinvention
We did everything we were supposed to do. We adapted to every revolution this market demanded. And we're still being told we're not the right fit. Reinvention is marketed as a virtue—but penalized in practice. This is the quiet cost of being experienced in a world that rewards straight lines over survival.
Leadership Essentials: Discernment
Discernment doesn't get enough credit in leadership circles. It's not loud. It's not fast. But it's foundational. Good judgment—knowing when to act and when to wait—builds trust across, up, and down.
Leadership vs. control
In high-pressure environments, control can feel like leadership. It took therapy, meditation, and watching how my energy affected my son to recognize the pattern for what it was: not responsibility—fear. Here's what changed when I finally let go.
No one’s coming
After watching Adolescence, I had a frank conversation with my 13-year-old about what screens, shame, and algorithm-fed masculinity can do to boys. Because here's the truth: tech companies aren't protecting our kids. Schools can't keep up. Government isn't acting. No one is coming. So we show up.
Leadership Essentials: Radical Candor
The best feedback I've ever received came from leaders who challenged me directly because they wanted me to succeed. That's radical candor. Not brutal honesty. Not polite silence. Care and challenge at the same time.
Success after 50
The version of success you chased at 30 isn't the one that matters at 50. Reinvention at this stage isn't about hustling harder. It's about leveraging everything you've built—experience, wisdom, clarity—to define what you're actually building toward.
The myth of meritocracy
Careless People's account of life inside Meta doesn't surprise anyone who's worked in tech. Behind the brilliance, there's another side—one that doesn't get splashed across the funding announcements. I've seen it. And I've learned to work within it, around it, and sometimes against it.
Be your own savior
Every time my life has fallen apart, I've learned the same lesson: no one is coming to save me. That's not bitterness. It's a truth that can break you—or set you free. The sooner you stop waiting to be rescued, the sooner everything changes.
I am nobody’s scraps
I made it through interviews for a role I knew was beneath me—and told myself a story to justify it. Then the recruiter lied about why the role closed. And I almost walked into a more junior interview without ever knowing the truth. That's what 450 days does to you. That's what I almost let happen.
My greatest mentor
On what would have been his 88th birthday, I'm thinking about the man who shaped my life more than anyone else. My dad was blunt, direct, and unfailingly clear. He was the first person I called when things got hard. And he never once let me stay small.
The privilege of pedigree
In hiring, pedigree gets attention. Performance should get the job. When a hiring manager told me point-blank he couldn't pass up the chance to hire someone from Nike, my more relevant experience didn't matter. That's not just unfair—it's a strategic mistake.
The resilience tax
I spent years believing resilience was what made me a good leader. It took years more to see it clearly: I wasn't resilient because I wanted to be. I was resilient because the system left me no other option. That's not a personal virtue. It's a structural problem.
Leadership Essentials: Confidence
There will always be roadblocks between you and your best work. Some are operational. The most frustrating ones are cultural—the slow erosion of your confidence that happens when you're trained to wait for a green light before you lead.
Flickers
Fifteen months into this search, the silence has become its own kind of grief. Every flicker—every email, every call, every interview—shines brighter than it should. Because some days, that's all we have. This is about pouring hope into tiny moments when you're not sure the flame will catch.