Senior Leader Readiness Workshop
Overview
Why Smart, Capable Professionals Get Stuck Before Senior Leadership
— and how to remove the roadblocks holding you back
Senior Leader Readiness Workshop - a 2-hour workshop to help you clearly see what’s stopping you from stepping into senior leadership and what to do next.
This is not a motivational talk.
And it’s not generic leadership advice.
It’s a practical, insight-driven workshop to help you identify the real roadblocks standing between you and senior leadership.
Who is this for?
This is for aspiring leadership talent who are already performing at a managerial / supervisory level — who know they’re capable of stepping into senior leadership… but haven’t yet cracked the code.
You’re respected, you’ve built results, you’re trusted in your domain...and now you’re ready to elevate into a bigger, executive level role.
But despite your potential, something is slowing you down.
You feel close… but not chosen.
Visible… but not seen.
Capable… but not accelerated.
If that’s you, you’re in exactly the right place.
My name is Steve Gregory and I'm your host for this event.
I’ve been where you are.
Overlooked.
Doubted.
Set back more than once.
I didn’t rise because I worked harder.
I rose because I learned how leadership readiness actually works.
This workshop is built from lived experience — not theory.
I help leadership talent accelerate their first senior leadership role within 12 months.
Not hoping for it.
Not waiting for it.
Actually becoming the obvious, low-risk, high-trust choice decision-makers want to put into that role.
The people I work with go from quietly capable to unmistakably executive-ready.
Does this sound familiar ?
You’re doing the work.
You’re delivering results.
And yet… senior leadership still feels just out of reach.
Like many others, right now you might be experiencing things like:
• You’re getting interviews but not offers
• Feedback is vague or non-committal
• You’re told you’re “almost ready” — repeatedly
• Others are promoted ahead of you
• You can’t quite see what you’re missing
The most frustrating part?
You don’t know what you don’t know. That's called "Unconscious Incompetence" and it's completely normal.
A warning though ..... without clarity, it’s impossible to fix.
Here’s the truth most people don’t tell you:
Senior leadership roles aren’t awarded based on effort, loyalty, or experience alone.
They’re decided on signals.
Signals of readiness.
Signals of judgment.
Signals of leadership identity.
If those signals aren’t clear — you stall.
This workshop is designed to help you see those signals clearly.
WHAT YOU’LL LEARN
In this 2-hour workshop, you’ll learn:
• Why capable professionals get stuck before senior leadership
• The most common leadership readiness roadblocks
• What decision-makers are really looking for
• Why “more experience” isn’t the answer
• How leadership readiness is actually assessed
Most importantly, you’ll leave knowing exactly where you’re blocked.
You’ll complete the Leadership Roadblock Diagnostic
This is a structured, self-assessment designed to reveal:
• Identity roadblocks
• Narrative and positioning gaps
• Visibility blind spots
• Decision-maker trust issues
• Readiness and momentum blockers
By the end of the session, you won’t be guessing.
You’ll know:
• What’s holding you back
• Why it matters
• What needs to change
WHY THIS MATTERS NOW
The new year brings new leadership roles.
But those roles move fast....and there's growing numbers of people hunting them as well.
Decision-makers don’t wait for people to “grow into it” anymore. They choose leaders who already signal readiness. Waiting costs momentum. Clarity creates opportunity.
WHAT THIS WORKSHOP IS (AND ISN’T)
This workshop is:
• Practical
• Honest
• Insight-driven
• Career-relevant
This workshop is not:
• A full leadership program
• A generic leadership talk
• A “how-to” training
It’s designed to create clarity — and prepare you for the next step.
You can't buy anything during this workshop.
If you do stay for the full 2 hours, at the end of the workshop, I’ll share how some participants choose to go deeper. You'll also receive your own copy of our Leadership Roadblock Diagnostic
For those ready to actively fast-track their leadership path, I’ll introduce the Leadership Fast-Track Formula — a structured way to close readiness gaps and move forward with intention.
No pressure.
No obligation.
Just a clear option, if it’s right for you.
If you’re tired of guessing
If you want clarity
If you’re ready to understand what’s really holding you back
This workshop is your starting point.
TESTIMONIAL
”I was 21 when I first worked under Stephen at BMW Sydney. He was the leader who set the tone for my entire career. He was clear, calm, confident, deeply respected, and had that rare ability to both lift standards and lift people. I didn’t just learn marketing - I learned how to lead.
Fast forward to age 45. After a career setback that left me disoriented and low on confidence, my first instinct was to reach out to the one person who had always inspired me - Stephen. Through his Confident Leader Program, I rebuilt myself. I gained tools, clarity, and a three-dimensional view of who I am as a leader today. More importantly, I regained my confidence.
Since completing the program, I’ve secured a senior leadership role at one of the UK’s largest logistics firms, leading a high performing marketing team through one of the biggest mergers happening in the country. I can say with certainty that Stephen’s mentorship was the turning point. His insight is surgical. His leadership is grounded, wise, and uplifting.
Stephen is one of life’s gifts. His program is essential for anyone seeking not just leadership training - but transformation.”
Jonathan Bennett
Evri
Head of Marketing
Good to know
Highlights
- 2 hours
- Online
Location
Online event
Frequently asked questions
Organised by
Black Bull Performance Group
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