Lead It Like Lasso
Home
About
About Us In The News
Masterclass Book Shelf
Resources
Newsletter Book Resources Blog Podcasts
Thundergong! 2024
Log In
← Back to all posts

Curiosity #88 - What the Villains Teach Us

Jun 10, 2026
Connect

🎤 Quotable quotes: “Character is revealed by what we admire and what we reject."

— Adapted from Warren Buffett

This week, the Ted Lasso community lost one of its own.

Anthony Head, the actor who brought Rupert Mannion to life, passed away at age 72. He was beloved by fans, castmates, and fellow actors alike, despite portraying one of the most disliked characters in Richmond.

And maybe that's exactly the point.

The better Anthony Head was at playing Rupert, the more we appreciated everyone who wasn't Rupert.


🏟 Why This Matters for You

One of the central themes of Lead It Like Lasso is that leadership is often learned through examples.

And sometimes through counter-examples.

Ted shows us what to do.

Rupert shows us what happens when we don't.

When Rupert humiliates people, Ted encourages them.

When Rupert seeks control, Higgins builds trust.

When Rupert measures success by winning, Ted measures success by growth.

The contrast matters.

Because leadership isn't just about identifying the qualities we want.

It's about recognizing the qualities we don't.


A Diamond Dogs Twist

Most of us have a Rupert somewhere in our story.

Maybe it was a boss.

A teacher.

A coach.

A colleague.

Someone who taught us exactly the kind of leader we never wanted to become.

And as strange as it sounds, those people can be some of our greatest teachers.

Not because they inspired us.

Because they clarified us.


 

🏁 Final Thought

Anthony Head's greatest accomplishment on Ted Lasso may have been making Rupert so believable.

Because every time Rupert appeared on screen, he reminded us why Ted mattered.

And that's a lesson worth remembering.

Sometimes the people who teach us the most are not the heroes of the story.

They're the reason we recognize one.


— Nick & Marnie
Your tea sipping, Diamond Dog debating, villain appreciating friends

 

More leadership musings


🍪 Biscuits with the Boss: 

Icebreaker time:

Who taught you more about leadership:

The best leader you ever worked for?

Or the worst?

Bonus question:

What leadership lesson did you learn from someone you'd never want to become?


🌎 This week in Here - There - Every F’ing where 

We were so excited to chat again with Dr. Fonz about how finished (with school) doesn't mean ready (for life)! You can check out the podcast here.

Believe! 

Nick & Marnie

 


🎁 Bring a Friend to the Weekly Curiosities!

Forward this email to a friend who loves Ted Lasso, leadership, or both! (That would be a gift to us :) ) Let’s grow our Diamond Dogs community and keep spreading the Lasso Way.

Was this email forwarded to you? Subscribe for free, and check out our full archive of newletters at leaditlikelasso.com

 

 
 
 

Responses

Join the conversation
t("newsletters.loading")
Loading...
Curiosity #93 - Practice Beats Credentials
  🎤 Quotable Quote“The only way to master a skill is to do it again and again and again.”— Jeremy Smith   🎧 This Week’s Guest: Jeremy Smith Jeremy Smith doesn't just question higher education. He rebuilt it. A multiple-exit startup founder and CEO of pega6, Jeremy believes we've accepted a strange reality for far too long. Students spend four years and hundreds of thousands o...
Curiosity #93 - Rivals Make Us Better
🎤 Quotable quotes: “Sport has the power to unite people in a way that little else does." — Nelson Mandela Later today, England and Argentina meet in a World Cup semifinal. That sentence alone should be enough to make football fans sit up a little straighter. These two nations have history. Real history. There have been brilliant goals, painful exits, red cards, revenge, redemption, and one ver...
Curiosity #92 - The Reverse Career Fair (and so much more)
  🎤 Quotable Quote“You have to earn the right to have those conversations.”— Jason Van Nus   🎧 This Week’s Guest: Jason Van Nus Jason Van Nus calls himself a "gentle disruptor." We think that's about right. As the CEO of the new WIN Regional College and Career Academy, Jason isn't trying to throw out education. He's trying to make it work better. His belief is simple: High sc...

Subscribe to Weekly Curiosities Newsletter

Footer Logo
About In The News Masterclass Book Shelf Newsletter Book Resources Blog Podcasts Thundergong! 2024 Privacy Policy Terms and Conditions
© 2026 EBNix, LLC

Join Our Free Trial

Get started today before this once in a lifetime opportunity expires.