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The Breakthrough Journal by Coach Sid

Come Find Your Next Breakthrough with Me, Every Sunday

Imagine beginning each week with clarity, purpose, and a solid plan – all by journaling with me every Sunday. That’s what The Breakthrough Journal is all about.

Here’s how it works: Every Sunday at 11:00 AM, you’ll receive a carefully crafted email designed to guide you through 30 minutes of deep journaling – one breakthrough idea, a thought-provoking question, and an actionable tool to guide your reflection.

Whether you’re an entrepreneur, a visionary, or a leader at the top of your game, this journal is your companion on the path to intentional growth.

You can join the community of GameChangers who understand that slowing down is the key to speeding up.

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Latest Newsletters

12 Lessons I Learned Too Late
(And Exactly When I Needed To)

October 3, 2025

12 Lessons I Learned Too Late
(And Exactly When I Needed To)

October 3, 2025
Growth

What If the Next Level Isn’t Up?

September 26, 2025
Be present before the chair is empty

You Can Win at Business and
Still Lose at Life

September 19, 2025

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Read all the Past Issues

12 Lessons I Learned Too Late
(And Exactly When I Needed To)

12 Lessons I Learned Too Late is a reflection on the truths I resisted until life forced me to face them — that slowing down takes courage, “enough” must be defined, rest isn’t optional, relationships erode quietly, and presence is the rarest gift. At its heart, it’s a reminder that you can win at work and still lose at life — unless you choose differently.

October 3, 2025
Growth

What If the Next Level Isn’t Up?

Growth isn’t always about climbing higher. This week’s reflection challenges the high performer’s addiction to “upward only” progress and invites a reframe: growth can be inward, downward, outward — or seasonal. The Seasons Check helps you recognize whether you’re in a season of growth, harvest, rest, or renewal, so you can expand in the direction that’s true — not just the one that’s expected.

September 26, 2025
Be present before the chair is empty

You Can Win at Business and
Still Lose at Life

Success on paper doesn’t always translate to fulfillment at home. This week’s reflection tells the story of an entrepreneur who mastered business wins but felt disconnected from his family. The real cost of unchecked hustle shows up not in profits, but in the relationships that fade quietly along the way. The Empty Chair Test is a powerful reminder: one day, the business will move on without you — the only question is whether the people you love will still be there.

September 19, 2025
The 3 Roles That Once Kept Me Safe, And Later Held Me Back

The 3 Roles That Once Kept Me Safe,
And Later Held Me Back

We all develop roles — like the Achiever, the Pleaser, or the Fighter — that once earned us love, safety, or respect. But over time, those same masks can quietly become cages, keeping us stuck in patterns we’ve outgrown. This week’s reflection is about spotting which role you’re performing and realizing that safety isn’t the same as freedom. The Role Spotting Practice helps you notice the masks you wear — so you can begin leading from the real you underneath.

September 12, 2025
Why Rest Feels So Hard (Even When You’re Exhausted)

Why Rest Feels So Hard
(Even When You’re Exhausted)

For many high performers, the struggle isn’t in resting — it’s in allowing themselves to rest without guilt. From an early age, rest gets tangled with labels like “lazy” or “falling behind,” making exhaustion feel safer than stillness. This week’s reflection reframes rest as a requirement, not a reward. The Rest Audit helps you uncover the guilt stories that block your recovery — so rest can finally feel like part of the work, not time stolen from it.

September 5, 2025
The Space Between Chapters No One Prepares You For

The Space Between Chapters No One Prepares You For

Behind every high-achieving founder or leader is a hidden load few talk about — from the productivity spiral and emotional backlog to the pivot paradox and scaling without staying grounded. This week’s reflection names these struggles, not to solve them instantly, but to stop pretending they’re not there. Because in a world that rewards performance, the real power is in staying human.

August 29, 2025
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The
Breakthrough
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by Coach Sid

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Imagine beginning each week with clarity, purpose, and a solid plan – all by journaling with me every Sunday. That’s what The Breakthrough Journal is all about.

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