Playing It Safe Is Costing You Love

Feb 09, 2026

The Only Move That Changes Your Life Is to Enter the Arena

Yesterday, I watched Lindsey Vonn crash.

Hard.

And if I’m being honest, my very first thought wasn’t inspirational.
It was practical.

Why would she risk it?
She’s injured.
She’s already proven everything.
She could just call it a day.

And then her sister was interviewed.

She shared the poem Lindsey lives by — "The Man in the Arena" by Theodore Roosevelt. For our purposes I"m changing it by ONE word,  not the man in the arena.

The woman in the arena.

The one who dares greatly.

The one who steps forward knowing she might fall.
Knowing she might be criticized.
Knowing she might fail.

And still… she enters.

That moment stopped me in my tracks. 

WATCH HERE:  https://www.instagram.com/reel/DUgm3u7Eule/?igsh=NTc4MTIwNjQ2YQ==

Because this isn’t about skiing.
It’s not about the Olympics.
And it’s not even about physical strength.

It’s about how we live our lives — especially how we love.


The Seduction of Playing It Safe

So many women are quietly standing on the sidelines of their own lives.

Waiting for it to feel safer.
Waiting for it to hurt less.
Waiting for proof it won’t fail again.

Especially in love.

Maybe you’ve told yourself:

  • “I just need more time to heal.”

  • “I don’t want to get hurt again.”

  • “I’ll date when I feel more ready.”

And listen — those thoughts are understandable.

But here’s the uncomfortable truth:

Playing it safe doesn’t protect your heart.
It just keeps it closed.

And closed hearts don’t get chosen.


Why Safe Feels Smart (But Isn’t)

Playing it safe feels responsible.
It feels mature.
It feels self-protective.

But in love, safety is often just fear wearing a very convincing outfit.

Avoidance gets mislabeled as standards.
Comfort gets confused with confidence.
And waiting gets framed as wisdom.

Meanwhile, nothing changes.

Love doesn’t come to the sidelines.
It meets you in the arena.


The Real Risk Isn’t Falling

Watching Lindsey that day, something clicked for me.

The real risk wasn’t the crash.

The real risk would have been deciding she was done before her life was.

And this is where so many women get stuck in love.

They say:
“Why would I risk dating again?”
“I’m already hurt.”
“I’ve already been through enough.”

But the danger isn’t trying again.

The danger is opting out of the life you actually want because you’re afraid to fall.


Entering the Arena Changes Everything

Daring greatly in love doesn’t mean chasing.
It doesn’t mean ignoring red flags.
And it definitely doesn’t mean abandoning your standards.

It means:

  • Choosing clarity over chemistry

  • Dating with structure instead of hope

  • Letting yourself be seen instead of staying hidden

It means entering the arena on purpose.

Because the arena isn’t chaos.
The arena has rules.
The arena is where discernment lives.


Redefining Failure in Love

Here’s what no one tells women:

Rejection isn’t failure.
A mismatch isn’t a loss.
A boundary honored isn’t a setback.

Those are all signs you’re actually inside the arena.

Failure isn’t getting a “no.”

Failure is staying safe so long that you never give yourself the chance to be chosen.

And if you do fail?

Fail while daring greatly.
Fail while living fully.
Fail while loving bravely.


The Play of the Week: Enter the Arena

This week’s play is simple — and uncomfortable — for a reason:

Enter the Arena.

Not when fear disappears.
Not when you feel perfectly healed.
Not when the timing feels safe.

Enter anyway.

Because the life — and love — you want isn’t waiting for you to feel ready.

It’s waiting for you to choose courage.


If You’re Ready to Enter Differently

I built Love Accelerator for the woman who is done spectating her own life.

The woman who wants:

  • To heal what keeps pulling her into the same patterns

  • To choose partners differently

  • To attract a healthy, emotionally available man who commits — quickly and clearly

Not someday.
Not eventually.
But now.

If you’re going to enter the arena, don’t do it alone.

👉 Join Love Accelerator here for just $197! 

Because playing it safe is costing you love.

And daring greatly might just change everything.

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