What Kylie Kelce Taught Me About Not Waiting for Permission

Hey friends!

Recently I have started listening to Kylie Kelce's podcast, Not Gonna Lie. I love her authenticity, humor, and don't give a shit attitude. I also admire the fact that she started a podcast when she was pregnant and already had 3 small children.

It got me thinking about the concept of Seasons of Life. Spring is the time for rebirth, new growth, planting the seeds. Summer is prime growth time, long days, lots of sun. Fall is the time for harvest, the bounty of your labor. Winter is time for the ground to lay fallow, rest before the next spring.

Kylie is clearly in her spring era. She has a young family and a growing podcast. She could have decided that now wasn't the time to start a podcast. She has a ton on her plate already but nope. She wanted to embrace this new adventure.

I am a bit jealous of this decision. I stumbled into my businesses. I didn't intentionally decide to be an entrepreneur, it kind of just happened.

The businesses I created were all based on other people's skills or ideas. In actuality this newsletter is the first thing that I have intentionally started and frankly it is really meant as an outlet for me. I love that people read it but, I think I'd write it even if nobody reads it.

Why did it take me so long to find something of my own that I truly enjoy?

I'm embarrassed to admit this but I think it's because I was so busy worrying about everyone else. I made all kinds of excuses.

I'll do it when the kids are in high school, college, or graduated.

I'm too busy with RSG Sales to start something new.

I'm exhausted and burned out.

Are you starting to get the gist?

This limiting mindset has been a huge disservice to me. I think that's why I made my commitment to myself for my 55th birthday. Do one thing for ME everyday. I know it is also a leading factor in my decision to do a Sabbatical in 2026.

The "Season" Excuse That Sounds So Wise

Here's what I've realized: "This just isn't my season yet" has become the most sophisticated way to avoid doing what we actually want to do.

It sounds so mature, doesn't it? So self-aware. So responsible. Like we're being strategic about timing and life balance.

But for those of us who've spent decades putting everyone else first, "waiting for our season" is just another way to make ourselves last on the list.

You've Called Every Other Season Important - Except Your Own

Think about it. We made space for the newborn season - sleepless nights, everything revolving around feeding schedules. We adapted for the toddler chaos - baby-proofing our lives and our dreams. We stayed small during school drop-offs, sick days, teen drama, college transitions.

And now? Maybe the kids are grown, maybe they're more independent, maybe we finally have some breathing room... and we're still waiting for a clear sign that it's finally our time.

Meanwhile, Kylie Kelce is over here pregnant with baby #4, chasing three little ones, and launching a podcast because she wanted to.

She didn't wait for her season. She declared it.

The Real Reason We Wait

Let's get honest about what's really happening when we say "it's not my season yet."

We're scared. What if we try and fail? What if we succeed and everything changes? What if people judge us for finally putting ourselves first?

We feel guilty. How dare we want more when we already have so much? How selfish to pursue our dreams when there are still people who need us?

We don't know what we want. We've been so busy meeting everyone else's needs that we've lost touch with our own desires. It's easier to wait than to figure it out.

We're perfectionists. We want all the conditions to be just right. The perfect time, the perfect setup, the perfect amount of energy and focus.

Newsflash: There's never a perfect time. There's always someone who needs you. There's never a moment when all the stars align and the universe hands you a permission slip that says "Now. It's your turn."

The Stories We Tell Ourselves

I've heard them all - from myself and from every woman I know:

"I'll start that business when the kids are in college." "I'll write that book when I'm not so busy at work." "I'll take that trip when we have more money saved." "I'll launch that podcast when I have more time to do it right."

But here's what I've learned: The season you're waiting for? It doesn't exist.

There will always be another kid crisis, another work deadline, another family obligation, another reason to wait. The perfect window of time with unlimited energy and zero responsibilities is a myth.

What Actually Happens When You Stop Waiting

Since I started my newsletter and committed to doing one thing for me daily, here's what I've discovered:

You don't need perfect conditions. I write this newsletter between client calls, during travel delays, and sometimes at 11 PM when everyone else is asleep. It's not ideal, but it's happening.

People adapt. My family has adjusted to me having something that's mine. They've learned that mom having her own interests makes her happier and more present when she is with them.

Momentum builds momentum. Starting this newsletter led to thinking about a book, which led to planning a sabbatical, which led to questioning everything about how I want to spend the next phase of my life.

You discover what you actually want. I couldn't have told you two years ago that I wanted to write. But once I started, I realized how much I'd missed having something creative that was entirely mine.

Your Season Is Now - You Just Have to Claim It

Here's the uncomfortable truth: Your season isn't something that happens to you. It's something you create.

Kylie Kelce didn't wait for a convenient time to start a podcast. She made room for it in her already-full life because it mattered to her. She claimed her season instead of waiting for it to arrive.

What would change if you stopped waiting for permission?

What if you stopped waiting for the kids to be older, the business to be more stable, the schedule to be less crazy, or your energy to be higher?

What if you accepted that there will always be chaos, there will always be competing priorities, and there will always be reasons to wait - and you decided to start anyway?

Your Season Declaration

This isn't about adding more to your already overwhelming life. This is about finally making space for something that's yours.

Maybe it's starting that side project you've been thinking about for years. Maybe it's taking that class, planning that trip, or having that conversation you've been avoiding.

Maybe it's as simple as admitting out loud what you actually want instead of waiting for someone to give you permission to want it.

The Permission You Need

You don't need perfect timing. You don't need unlimited time and energy. You don't need everyone's approval or understanding.

You just need to decide that your season is now.

Not when the kids are older. Not when work slows down. Not when you have more money or more time or more energy.

Now. With all the chaos and constraints and competing priorities. Now, in the middle of whatever season everyone else is in.

Because here's what I've learned: The women who get to live their dreams aren't the ones who wait for the perfect season. They're the ones who plant seeds in whatever season they're in.

Your Assignment

This week, stop saying "when it's my season" and start asking "how can I make this my season?"

What's one small thing you've been waiting to do until "the time is right"? What would it look like to start it now, imperfectly, in the middle of everything else?

You don't need to quit your job or abandon your responsibilities. You just need to stop treating your dreams like they're less important than everyone else's needs.

Drop a comment below: What have you been waiting for "your season" to do? And what would it look like to start it now?

xx, Heather