He Charged. I Followed. The Leadership Lesson My Dog Taught Me That I Never Forgot.
Jun 02, 2026Rugby, my Golden Retriever, died 15 years ago.
To this day I remember something he taught me on a trail in Illinois.
About 20 years ago we hit a fork in the path after an hour of hiking through Sternes Woods. It was one of those perfect fall mornings, cool air, leaves turning, just the two of us on the trail.
To the left: steep, rocky, dense woods. Hard to see where it went.
To the right: flat, wide open. More of the same we had been looking at for the past hour.
I stopped. Looked down at Rugby. He was panting, tail wagging, looking right back at me waiting for me to lead.
I looked at the hard path.
He charged.
Pulled me straight up that rocky hill through the dense trees before I even made the decision myself.
At the top an open meadow of pine trees and a clear blue sky as far as I could see. No clouds. Just wide open space and silence.
Worth every step.
Standing at the top of that hill I thought about the managers and directors I had worked with over 30 years.
Most of them had faced the same fork.
Not on a hiking trail. In their careers.
The easy path looked comfortable and familiar. Stay where you are. Keep doing what you are good at. Same view you have had for years.
The hard path looked uncertain. Invest in yourself. Learn the things nobody taught you. Build the financial literacy, the leadership discipline, the decision-making frameworks that actually get you to the next level.
Most people stand at that fork and wait. They wait for a sign. They wait for their company to invest in them. They wait for the right time.
The right time never comes.
I have watched this play out hundreds of times across six companies and 30 years.
A talented manager who was great at their job. Strong performer. Respected by their team. But when it came time to move up they could not make the jump.
Not because they were not capable. Because nobody had ever taught them what the next level actually requires.
They could not read a P&L and tell you what it meant. They hired on gut feel instead of a systematic scorecard. They walked into budget meetings and nodded along hoping nobody asked them a direct question. They managed their team but had no idea how to manage up and influence the people above them.
The hard path would have closed every one of those gaps. They just never charged.
Here is what the hard path actually looks like for a manager or director today:
It means learning to read a financial statement and actually understanding what the numbers are telling you not just reporting them to your boss.
It means building a hiring process that removes gut feel from the equation and gives you a repeatable system for finding the right people every time.
It means understanding the difference between profit and cash flow and why that difference changes how you run your department.
It means learning to communicate with senior leadership in their language; data-driven, outcome-focused, instead of hoping they figure out what you need.
It means investing in yourself before your company decides to invest in you.
None of this is taught in most corporate training programs. You have to go find it. You have to charge up the hill before you have made the full decision to do so.
That is what Rugby did for me that morning.
He did not wait for a committee decision. He did not weigh the pros and cons of the rocky path versus the easy one. He saw where the challenge was and he went and pulled me along with him.
Fifteen years later I still feel that pull. And of course the pain of losing a great friend!
I built TS Business Coaching because every manager and director deserves a Rugby. Someone or something that sees the hard path and charges and does not let you stand at the fork waiting for the perfect moment.
The view from the top is waiting.
The question is whether you are going to charge.
If you are ready to take the hard path, start here.
The 5 Business Skills That Get Managers Promoted, the link below. It is free, it is practical, and it is exactly what Rugby would have wanted you to do.
Download the Free Guide --> https://www.tsbusinesscoaching.com/5-business-fundamentals
These are the frameworks I built from 30 years leading companies. If any of this resonated and you want to go deeper, start with the free guide below. And if you want to talk about where you are in your career or what your team needs, Book a Free 15-minute call. No pitch. Just a conversation.