Ep 122: You’re Playing Small. You Know It

By Charlotte Cummings | Feel Better Podcast

 

Backing Yourself, Even When It Feels Messy

There are some conversations that stay with you long after they’re finished.

This was one of them.

I sat down recently with Georgia () because she’s someone who has this really clear ability to back herself. There’s a boldness to how she moves through the world that I think a lot of women quietly admire, but don’t always feel they have access to themselves.

And I found myself really curious about that.

Not in a “how do you do it perfectly” kind of way, but in a “what’s actually going on under the surface that allows you to make those kinds of decisions” kind of way.

Because from the outside, it can look like confidence. But when you start unpacking it, it’s often something a bit more layered than that.

You don’t have to follow the expected path

One of the things that stood out early in our conversation was how naturally Georgia seems to question the idea that there’s a “right” way to do things.

Whether it was her upbringing, becoming a mum, or how she’s built her business, there was this consistent thread of making decisions based on what actually made sense for her — not what would look right to other people.

That sounds simple when you say it like that, but in reality, it’s not.

Because most of us are constantly navigating the noise of what we think we should be doing. What other people expect. What feels acceptable.

And stepping outside of that doesn’t feel comfortable. It often comes with judgement, or at the very least, the fear of it.

She spoke about going back to work when her baby was four months old, and the thing that struck me wasn’t just the decision itself, but the response around it. The judgement didn’t come from where you might expect. It came from people in a similar stage of life.

And I think that’s something many women will recognise.

There’s often this quiet pressure to do things a certain way, and when you don’t, it can feel like you’re constantly explaining yourself — or worse, feeling like you’re letting someone down, no matter what you choose.

You can love your life and still feel overwhelmed in it

What I appreciated about this conversation was how honest it was about the messier parts of building a life that actually fits you.

Because it’s easy to look at someone who is running a business, growing a team, raising a child, and think they’ve somehow figured it out in a way that feels smooth or contained.

But that wasn’t the reality she described.

Last year, for her, was a lot. A new baby. Business growth. A team expanding. Renovations that went far longer than expected. Personal stress layered on top of all of that.

It wasn’t neat. It wasn’t balanced. It was a lot of moving parts, all at once.

And I think that’s important to say out loud, because sometimes we assume that if something feels hard, we must be doing it wrong.

But often, it’s just that we’re in a season that is hard.

The piece that really stayed with me was how often she felt like she was letting someone down. That no matter which direction she turned, there was always a sense that something — or someone — wasn’t getting her full attention.

That’s such a familiar experience for so many women, especially when you’re holding multiple roles at once.

And there isn’t a perfect solution to that.

There’s just the ongoing practice of making choices, adjusting, and learning to live with the fact that you can’t do everything, all at the same time, perfectly.

Letting people help is part of how this works

One of the things that allowed her to navigate that season was being willing to bring other people in.

Her partner stepping in. Her mum helping. Hiring a nanny. Growing her team.

And she spoke about that quite practically, but I think there’s something deeper in it too.

Because for a lot of women, that’s the part that feels hardest.

We’ll keep pushing ourselves. We’ll keep trying to do more, be more, hold more. And asking for help — or even accepting it — can feel uncomfortable in a way that’s hard to explain.

There can be guilt. There can be judgement. There can be this sense that we should be able to manage it all ourselves.

But there’s also a point where continuing to do that just isn’t sustainable.

And I think there’s something powerful in recognising that bringing people in doesn’t mean you’re failing. It’s often the thing that allows everything else to keep working.

Backing yourself doesn’t mean it feels easy

Another thread that ran through the conversation was this idea of making “brave calls.”

The kinds of decisions that move your life forward, but don’t necessarily feel comfortable at the time.

Encouraging her partner to leave his job and start his own business. Continuing to invest in her own business during a year that already felt stretched. Putting herself out there more publicly, even when that didn’t come naturally.

These aren’t small decisions.

And they don’t come without risk.

But what stood out to me was that she wasn’t describing someone who never doubts herself or never feels discomfort. It was more a willingness to sit alongside that discomfort and keep moving anyway.

There was also this really grounded approach to it — looking at the numbers, thinking things through, being realistic about what’s required.

It wasn’t reckless. It was intentional.

And I think that’s an important distinction, because “backing yourself” can sometimes be interpreted as just jumping without thinking.

But what she described was much more considered than that.

You don’t need permission to want more

We also talked about ambition, and I think this is an area where many women still hold themselves back.

There can be this quiet hesitation around wanting more. More income, more growth, more impact.

Almost like it needs to be justified.

But what came through really clearly was that you are allowed to want a big life. You’re allowed to design something that actually excites you.

The part that often gets missed is that wanting those things also comes with trade-offs.

You don’t get everything, all at once, without cost.

Sometimes it means missing things. Sometimes it means investing money or time in ways that feel uncomfortable. Sometimes it means doing things that other people don’t understand.

But that doesn’t make it wrong.

It just makes it yours.

It’s okay to not have it all figured out

One of the most grounding parts of the conversation was hearing her reflect on those early weeks of motherhood and how alone she felt in trying to do things differently.

Wanting both — a business and a family — but not seeing many people around her doing it in the same way.

And I think that’s something that so many women carry quietly.

The sense that they’re figuring it out as they go, without a clear roadmap.

What she said she would have needed in that moment was simply hearing someone say, “it’s going to be okay.”

Not perfectly managed. Not beautifully balanced. But okay.

And I think that’s something worth holding onto.

Because most of the time, we’re not doing it wrong.

We’re just doing it in real time.

A different way to think about what’s possible

If there was one idea that really anchored this conversation, it was this:

What if you spent more time thinking about what could go right?

Not in a naïve or unrealistic way, but as a counterbalance to how naturally we tend to focus on what could go wrong.

Because most of us are very good at planning for worst case scenarios.

But we don’t always give the same attention to what might actually work out.

And sometimes, shifting that lens — even slightly — is enough to change the kinds of decisions we’re willing to make.

This felt like one of those conversations that gives you something subtle but important to take away.

Not a big, dramatic shift.

Just a slightly different way of thinking about how you move through your life, your work, and the decisions in front of you.

And sometimes, that’s exactly what’s needed.


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Ep 123: Your Relationship Isn't Broken. Your Pattern Is

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Ep 121: Your Hyper-Independence Is Costing You