The Life You Didn’t Get to Live
- Megan Schlesinger
- Jan 19
- 3 min read
(And Why It’s Okay to Ugly-Cry in the Shower About It)
There’s a specific kind of grief nobody warns you about.
It doesn’t come with casseroles.
No PTO approval.
No tasteful sympathy card with a dove on it.
It’s the grief of the life you were building—until you got laid off, your kid needed you more than your calendar allowed, a parent declined, your health tapped you on the shoulder, or the world decided to spin faster while screaming “optimize harder.”
This is the grief of the Plan A that quietly died while you were busy surviving.
And yes, it counts. Even if no one else validates it.
Most people treat this grief like a personal failure.
“Just pivot.”
“Everything happens for a reason.”
“At least you learned something.”
Cool. Very helpful. Gold star.
But here’s the truth Strategy 22 is willing to say out loud:
You’re not grieving because you’re dramatic.
You’re grieving because something real was interrupted.
A career you earned momentum in—gone in a calendar invite.
A version of yourself that had time, energy, and ambition—absorbed by parenting, caretaking, or chronic exhaustion.
A dream that made sense before life got messy—now quietly sitting in the corner like an unopened box labeled “someday.”
That gap between what you thought your life would look like and what it actually looks like?
That’s not a mindset issue.
That’s loss.
And when people tell you to “be realistic,” what they’re really saying is:
Your grief makes me uncomfortable.
Here’s the Strategy 22 take:
If you don’t grieve the unlived life, you end up dragging it around anyway—resentful, tired, and low-grade furious at yourself for not “doing more.” Like emotional carry-on luggage you never agreed to pack.
Most people aren’t angry about where they ended up.
They’re grieving the runway that disappeared.
They’re grieving uninterrupted focus.
Grieving the years they thought they’d have.
Grieving the version of themselves that wasn’t always in recovery mode—financially, emotionally, physically.
And instead of being allowed to name that, they’re told to fix themselves faster.
So the grief goes underground.
Into the body.
Into burnout.
Into that constant, buzzing sense that you’re behind some invisible schedule everyone else got a memo about.
That’s not weakness. That’s deferred mourning.
Here’s the reframe nobody sells because it doesn’t fit in a carousel post:
You didn’t “fail” to live that life.
You were rerouted—without consent, without warning, and without a user manual.
Layoffs steal identity.
Caretaking steals time.
Parenting steals optionality.
Health steals certainty.
Noise steals clarity.
And pretending otherwise doesn’t make you resilient—it makes you numb.
Grief isn’t a detour from growth.
It’s the doorway.
When you let yourself mourn the life you didn’t get, something interesting happens:
The shame starts to loosen its grip.
That voice saying “I should be further along” gets quieter.
You stop measuring your worth against a timeline that was never designed for your reality.
You realize survival wasn’t a delay—it was the work.
You didn’t waste years.
You protected what mattered.
You adapted.
You stayed.
That counts.
And here’s the Strategy 22 truth bomb:
Grieving the unlived life doesn’t mean giving up on ambition.
It means clearing the emotional debt so ambition can come back—cleaner, quieter, and more aligned.
When you stop punishing yourself for what couldn’t happen, you finally have energy for what can.
Not the hustle-for-hustle’s-sake version.
The grounded one.
The one built for the life you actually have—not the one you lost.
So if you’re mourning a career arc, a dream timeline, a version of yourself that didn’t survive the mess—good.
That means you’re honest.
And honesty is where real momentum starts.
Let yourself grieve.
Let it be awkward.
Let it be inconvenient.
Let it be real.
There is life after disappointment.
Not the shiny, performative kind.
The sturdy, meaningful, yours-on-purpose kind.
And you’re not late.
You’re just finally telling the truth.



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