If the Year Ended Tomorrow… What Would You Regret Not Doing?
The mid-year reset you didn’t know you needed — 5 honest questions to release what’s holding you back and realign with who you’re becoming.
This isn’t the reset you planned for.
But it might be the one you need.
Half the year is behind you.
The rest? Still wide open, if you pause long enough to realign.
So ask yourself honestly:
Are you on track… or just on autopilot?
You had plans in January.
A vision. A word of the year. Maybe even a strategy.
But then life started life-ing.
And now, you’re somewhere in the middle: not failing, not thriving… just floating.
By July, the energy of “new year, new me” is long gone.
You’ve been living. Adjusting. Recovering. Surviving.
And maybe, in the chaos, you lost sight of what you were even working toward.
Somewhere along the way, your direction may have blurred.
You’re not lost. But you might be disconnected.
From your why.Fro m the version of you you’re growing into.
So before you sprint into the second half of the year, pause.
No vision board needed.
Just five brutally honest questions that shift how you move through the rest of the year. Let’s start there.
1. What’s Working And Deserves to Stay?
Before you start chasing new goals, or judging your progress, pause.
Most people skip this step.
They go straight into fix-it mode, but you can’t move forward with intention if you don’t know what’s already serving you.
Ask yourself:
What feels easier now than it did at the start of the year?
What’s something I’ve done consistently that’s made life smoother or calmer?
What decision have I made that gave me more peace or confidence?
What’s a boundary I set that’s made a real difference?
What do I want to protect as life gets busier again?
What’s something I almost gave up on but now I’m glad I stuck with?
What small routines or habits are making my days feel lighter right now?
Don’t just think about work or productivity.
Zoom out. What’s been working in your mornings? In your friendships? In your finances? In how you speak to yourself?
Maybe you’ve become more consistent with your workouts, not every day, but more than before.
Maybe your Sundays feel calmer because you started meal prepping or batch planning your week.
Even if progress wasn’t loud or linear, it still counts.
Now go deeper:
Why is it working?
Is it simple? Enjoyable? Did it support your actual lifestyle?
Is it something you started doing for you?
Identifying the why is how you replicate it.
If a habit stuck because it felt easy, not restrictive, that’s a clue.
Sometimes, what’s working isn’t what looks the most impressive, it’s what feels the most sustainable.
Give yourself credit for what you’ve built, even if it’s quiet.
Especially if it’s quiet.
2. What Are You Still Carrying That’s No Longer Yours?
This is the part most people avoid.
Not because they don’t know the answer, but because deep down, they do.
There’s something you’ve outgrown.
But you’re still carrying it.
A goal that no longer excites you.
A version of yourself you’re scared to disappoint.
A role that feels heavier than it used to but you’ve convinced yourself you “should” keep holding on.
Sometimes we hold on because:
– We don’t want to look inconsistent
– We’re afraid to disappoint someone
– We’ve tied our identity to the outcome
But here’s your chance to get honest with no audience, no performance, just truth.
Ask yourself:
What goal am I chasing just because I said I would?
If no one knew I was doing this… would I still keep doing that?
Am I holding on because it feels aligned or I haven’t allowed myself permission to stop?
What identity am I still performing (overachiever, fixer, “strong one”) even though it quietly exhausts me?
What belief is keeping me stuck? “I owe it to them.” “I already came this far.”
“If I quit now, I’ll look like a failure.”Who would I be without this role, this title, or this story?
These are hard questions. But they bring real freedom.
Because if something drains you, disrespects you, or dulls your spark, it’s costing you more than it’s giving.
Letting go isn’t quitting. It’s choosing peace over pride. Flow over force.
Alignment over obligation.
You’re allowed to outgrow things.
You’re allowed to change your mind.
You’re allowed to make a different choice, even halfway through the year.
What no longer fits your life doesn’t need to follow you into the second half of it.
3. Who are you becoming and does your life reflect that?
This is where it gets real.
Because it’s one thing to set goals.
It’s another to live like the person who’s capable of reaching them.
The version of you you’re becoming, she has different priorities.
Different standards.
Different energy.
And the gap between who you say you want to be and how you actually show up?
That’s where the tension lives.
Ask yourself:
Based on how I speak, spend, rest, and move through my day… who am I becoming right now?
What would the version of me I want to become stop doing?
What have I been putting up with that she simply wouldn’t accept?
What does she spend her time and energy on?
If I truly believed I was ready for more, what would I do differently this week?
Where in my life am I still playing small to stay comfortable or keep the peace?
What habits, routines, or people still reflect an older version of me I’m no longer trying to be?
If I fully trusted who I’m becoming… what would I do differently this week?
Becoming her doesn’t happen through wishful thinking.
It happens through micro-decisions that either reflect her… or resist her.
Maybe she doesn’t tolerate chaos in her mornings.
Maybe she moves with more softness. Or speaks up sooner.
Maybe she no longer seeks validation from people who can’t see her clearly.
Growth isn’t about changing who you are.
It’s about choosing to live like the version of you that already exists, underneath the noise, the fear, and the old stories.
4. Where Are You Making Life Harder Than It Has to Be?
If you're feeling tired or stuck, it doesn’t always mean you need to do more.
It often means you need to do less, but with more intention.
This is your reminder:
You’re not lazy. You’re likely overextended.
And something in your life is harder than it needs to be.
Ask yourself:
Where in my life do I keep remaking the same decisions every week?
(meals, workouts, outfits, money, plans)What drains my energy way more than it should?
What tasks, routines, or people feel unnecessarily complicated or chaotic?
What would become easier if I gave it a system, a boundary, or a rule?
Sometimes simplifying looks like:
→ Creating a weekly “reset” ritual
→ Meal prepping the basics on Sunday
→ Rotating 3 go-to outfits that make you feel powerful
→ Setting a phone or screen boundary that lets you think again
The goal isn’t to get more done, it’s to remove what slows you down.
When life is less chaotic, clarity has room to show up.
The less energy you spend managing what should be simple… the more you’ll have for what actually matters.
5. What Would You Regret Not Starting If the Year Ended Tomorrow?
Pause.
Forget the timeline.
Forget the perfect plan.
Forget who’s watching.
Now ask yourself, really ask:
→ If 2025 ended tomorrow… what would I regret not starting?
→ What decision have I been delaying that I’d be heartbroken to leave behind?
→ What version of me have I been protecting by playing it small, even though I know she’s ready for more?
This isn’t about being productive.
It’s about being honest.
With your desires. Your fears. Your limits. Your growth.
Because regret doesn’t come from failing.
It comes from knowing you didn’t even try.
From knowing you had the window… and kept waiting for “the right time.”
Let this be the moment you stop waiting.
Let it be the moment you say:
I won’t let another six months pass still carrying the same hesitation.
Still biting my tongue. Still playing it safe. Still hiding behind preparation.
What if your one small step this week: one email, one workout, one decision, one boundary cracked something wide open?
Don’t wait until the year is over to realize what mattered most.
Ask now. Choose now. Begin now.
The second half of the year doesn’t need a new you.
It needs the real you, finally showing up.
So...
What would you regret not doing?
Final Words
You’ve asked the hard questions.
You’ve told yourself the truth.
Now it’s time to move not perfectly, but intentionally.
The second half of the year doesn’t need a new you.
It needs the real you, the one who’s clear, conscious, and no longer willing to live on autopilot.
You don’t have to do it all today.
You just have to take the next right step, the one that feels honest.
That’s how everything shifts.
Let this be your turning point.
Not because you have to change everything…
but because you finally see yourself clearly.
You’re ready.
And the rest of the year gets to reflect that.
One more thing:
If your answer to “What would I regret not doing?” felt clear, but scary…
Don’t wait for the perfect moment.
Read this next: The Dream You’re Waiting to Start
(It’s a love note for the part of you that’s ready even if she doesn’t feel ready yet.)
..