✨ Regret & Reset ✨
Turn “What If” Into Your Next Beginning
A free Trudge masterclass to help you transform regret into rebuilding—without toxic positivity, spiritual bypassing, or pretending you’re “over it.”
🎥 WHAT THIS MASTERCLASS IS ABOUT
What If Your Regret Wasn’t a Sentence—But a Signal?
If you’ve ever laid awake replaying the same scenes…
“If only I’d made a different choice.”
“I should’ve known better.”
“Why did I stay so long?”
“Why didn’t I say something when I had the chance?”
…you’re not alone.
In this free long-form masterclass, I’ll teach you how to stop treating regret like proof that you’re broken—and start seeing it as a compass pointing toward the life you’re still allowed to build.
Drawing from Daniel Pink’s research on the 4 core regrets and the framework from my book The Trudge Paradox, we’ll walk through:
The 4 Regrets we carry
The 4 ReSets that help you rebuild
A set of simple, embodied practices you can start using today
This isn’t about erasing your story.
It’s about reclaiming it!
Inside the “Regret & Reset” Masterclass:
You’ll get a full, honest walkthrough of regret and rebuilding, including:
0:00 – Introduction: The 4 Regrets & 4 Resets
We break down the four regrets identified by Daniel Pink in The Power of Regret:
Foundational Regret – “If only…”
Boldness Regret – “I should’ve…”
Moral Regret – “I knew better…”
Connection Regret – “Too much or too little…”
And you’ll meet the four Trudge ReSets designed to help you respond differently.
4:07 – Mind/Body Reset – When Your Nervous System Won’t Let Go
Why you can’t just “think positive” when your body is still bracing for impact.
You’ll learn how to:
Understand regret as a nervous system experience, not just a thought
Use the 4 Ps (Permission, Presence, Protection, Peace) to create internal safety
Practice a simple grounding breath to help your system feel safe enough to heal
9:36 – Skill Reset – You Weren’t Broken, You Were Untrained
We explore how many regrets come from missing skills—not missing worth.
You’ll learn:
Why “I should’ve known better” is often just “No one showed me how”
How to shift from shame into skill-building and self-trust
The Skill Inventory Reframe practice:
What I regret → What skill I was missing → What I’m willing to learn now
14:21 – Opportunity Reset – You’re Not the Problem, the Room Is
You might be growing—just not in soil that can support you.
You’ll learn:
How to spot environments that tolerate you versus those that celebrate you
Why your healing isn’t just about effort, but environment
The Environment Audit:
Celebrate / Tolerate / Deplete
One shift that moves you closer to being truly seen
18:23 – Ultimate Reset – Choosing Again Without Erasing Your Story
You don’t need a do-over. You need a different way forward.
You’ll learn:
How to live a full life even with disappointment in your bones
Why resetting isn’t pretending it didn’t hurt—it’s refusing to let hurt be the whole story
The Power of the Redo Visualization:
Mentally rehearsing a healthier choice
Training your brain and body to believe, “I can choose again.”
22:23 – Closing Remarks – The Power of Rebuilding
We end with:
The reminder that rebuilding isn’t reinventing—it’s returning to who you’ve always been underneath the regret
The Daily Mirror Question to guide your mornings:
“What does the better or best version of me look, sound, and feel like today?
What do I need to forgive myself for… so I can rebuild with care and consideration, not regret or shame?”
A Companion Workbook:
To help you integrate what you’re learning, I’ve created a printable + fillable workbook that walks alongside the video.
Inside, you’ll find:
1) A breakdown of the 4 Regrets
2) Guided pages for each ReSet (Mind/Body, Skill, Opportunity, Ultimate)
3) The exact practices from the masterclass, written out:
✅️ Grounding Breath
✅️ Skill Inventory Reframe
✅️ Environment Audit
✅️ Power of the Redo Visualization
4) Reflection questions + journaling prompts with Trudge-aligned affirmations to carry into your day
Use it while you watch or come back later. It’s built to be returned to whenever regret starts getting loud again.
Get Immediate Access!
Drop your email below to get immediate access to the Regrets & Resets Workbook
and occasional updates from The Trudge Therapist—no spam, just tools for rebuilding.
You don’t have to keep replaying the past.
You can rebuild—with it, not against it.
👉 Step 1: Enter your email to get the Regrets & Resets Workbook
👉 Step 2: Watch the masterclass (or rewatch it when you need a reminder)
👉 Step 3: Choose one small practice to carry into the next week
About Ken:
I’m Ken Caselden, LPCC — “The Trudge Therapist”
I’m a licensed psychotherapist gone rogue, coach, writer, and creator of The Trudge Paradox —
a framework for rebuilding after life’s unexpected events such as betrayal, loss, burnout, and identity collapse.
I’ve lived through all four of these regrets personally.
I’ve walked through divorce, burnout, self-abandonment, and seasons where I genuinely didn’t know who I was anymore…or if life was worth pursuing anymore.
I don’t teach this from a pedestal.
I teach it from the mud—from the slow, honest work of learning to:
✔ Listen differently
✔ Meet myself where I actually am
✔ Move at the pace of guidance
✔ And trust that my life isn’t over just because it didn’t go as planned
If that resonates with you, you’re in the right place!
This is for YOU if:
👉 You’re haunted by “what ifs,” even if your life looks “fine” from the outside
👉 You’re tired of being told to “just move on”
👉 You’ve tried therapy, mindset work, or spiritual advice that left your body still in survival
👉 You want realistic, compassionate tools—not quick fixes or shame-based motivation
👉 You’re ready to rebuild a life that feels like your own, one honest step at a time
FAQ:
Q: Is this really free?
Yes. The full masterclass is free to watch. If you’d like the workbook and future tools, you’ll just drop your email so I can send them your way.
Q: Do I need to have my life “together” for this to work?
Absolutely not. This is designed for people in the middle of the mess—grief, burnout, transition, or feeling stuck in old patterns.
Q: Do I have to share anything publicly?
No. All reflections and practices are yours. You’re welcome to comment, but never required to.
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