Why I hesitated to send the invoice
And what it taught me about money
Two clients said yes. We needed the cash. And I couldn’t send the invoice.
Not immediately. Not cleanly. Not like someone who has his act together.
If you’re in midlife building something and you hit emotional speed bumps that make no rational sense, and then judge yourself for them, this might help.
You understand business. You want agency. You’re not naive about money.
And yet sometimes a three-minute task feels like moving a mountain.
On paper, this is nothing.
In my body, it was not nothing.
The story underneath the behaviour
When I slowed down, here’s what I found running underneath:
This becomes real. I owe them something. I’m on the hook. If I don’t deliver, I’ll let them down. If I ask for money, I’m greedy.
That’s not about systems or competence.
That’s a story.
And midlife has a way of revealing the stories we’ve been quietly obeying for decades.
The polarity I inherited
In my family, money meant safety and choice. More money meant more options. Bills paid. A sense of control.
But money also came with a moral charge.
The one who cared most about money was admired. Responsible. Serious. Strong. They were also emotionally distant.
The one who cared most about people was generous and warm. They were also called irresponsible.
You can probably see what happened next.
Somewhere along the way, I absorbed this equation:
Care about money and you become cold.
Care about people and you risk being unsafe.
So when I hesitate to send an invoice, I’m not just delaying admin. I’m navigating an identity question.
Am I becoming the distant one?
Am I betraying the warm one?
That’s not a business problem.
That’s a heart problem.
Skillset, mindset, heartset
This polarity explains why the skillset framework isn’t enough.
By midlife, most of us have the skillset. We know how to invoice. We know how to price. We know how to close.
We’ve worked on mindset too. We’ve read the books. We know we “deserve” to be paid.
But there’s another layer.
Skillset is what you can do.
Mindset is what you believe.
Heartset is what feels safe in your nervous system.
I can believe I deserve the money and still feel a flicker of shame when I press send. Not because I’m incapable. Because some part of me equates money with conditional love.
If I take your money, I must perform.
If I fail, I lose connection.
That logic made sense once. It probably kept things stable.
But it doesn’t have to run the show now.
Clean interdependence
The reframe that shifted something for me was simple:
We are both sovereign. This is clean interdependence. They chose to work with me. I chose to work with them.
Money is not a moral act. It’s an exchange.
I am responsible for my integrity and effort.
I am not responsible for their happiness.
That one line alone untangled a lot.
When responsibility fuses with shame, we avoid.
When responsibility stands on its own, we act.
The invoice gets sent.
The relationship remains intact.
No one becomes colder.
No one becomes smaller.
If this is you
If you want more agency in your life and business, pay attention to the small behaviours that carry too much emotional charge.
The delayed invoice.
The email you overthink.
The price you soften.
Before you call yourself weak or unprofessional, ask:
Is this a skillset gap?
A mindset gap?
Or a heartset story?
You don’t need to rewrite your childhood. You don’t need to blame anyone.
Just notice the story.
Awareness loosens its grip.
And when what you think, what you feel, and what you do begin to flow together, there’s a quiet kind of happiness in that.
Not hype.
Not performance.
Just coherence.
And for many of us in midlife, that’s what we’re actually after.