— The newsletter

The Whipp

Wisdom, humour and insights for professional peeps — delivered weekly. Archive below.

September 10, 2025

“this might hurt a little bit…”

“I can’t promise it won’t hurt — but I can promise it will be better.” “But I know it’s going to hurt,” she says, her giant green eyes welling up with tears. An

July 30, 2025

When Good Intentions Miss the Mark: A Coaching Lesson for Leaders

I was coaching a leader recently who found herself in one of those classic leadership conundrums: how do you give tough feedback to a very talented new hire wit

July 16, 2025

Want to Replicate Greatness? Teach the Thought Process, Not Just the Ground Strokes

If you’ve ever watched a world-class tennis coach in action, you know they’re not just drilling forehands and backhands. They’re teaching mindset. They’re coach

July 2, 2025

I’m Here for a Big Life: The Summer Edition

A couple years ago, I had one of those unassuming yet unforgettable conversations that quietly rearranges your thinking. I was chatting with a new friend from A

June 17, 2025

Why Smart Leaders Still Struggle to Delegate

“How do I delegate more effectively?” If I had a dollar for every time I’ve heard that question from brilliant, accomplished professionals, I’d be writing this

June 4, 2025

Reverse Delegation: When the task came back the very next day

You know that magical moment when you finally let go of something, assign it to someone else, and breathe a sigh of relief because, finally, your to-do list is

May 21, 2025

Running On Empty: The Mental Toll of Complex Decisions

Ever tried running a marathon without knowing where the finish line is? Imagine it: Your legs are aching, lungs burning, sweat dripping into your eyes. You chec

May 6, 2025

Powerless: 26 hours, 5 kids, and every possible thing that could go wrong

I was on a train back from Madrid to Málaga with my family and another family after a weekend packed with 45,000 people running the Madrid Marathon. The nine of

April 22, 2025

The Secret Sauce of Real Leadership (Hint: It’s Not Bossiness or a Bullhorn)

I was chatting with a new friend recently about this incredible community of families I travel with. Imagine a group trip… with no drama, no fuss, no weird grou

April 8, 2025

Why big decisions are easier in the long run

I was talking with a client recently who was wrestling with a big decision. One of those career-changing, life-altering, “is-this-a-genius-move-or-a-terrible-mi

March 25, 2025

Loyalty: power play or true commitment

Let’s talk about loyalty. Not the kind your dog shows when you so much as think about opening the fridge, but the human kind—the kind that shows up in workplace

March 12, 2025

Should a leadership coach help a leader through a mid-life crisis?

As a leadership coach and a mid-life human myself, I find myself asking: Should a coach stick strictly to leadership topics, or are we truly in service to a lea