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I'm Ali Rae and I love building brands.
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For the last several episodes of the Brand & Market Podcast, we’ve been getting pretty tactical. But this week, we’re talking about something that can have just as much impact on your business: your business owner mindset.
I recently came home from a trip to Cancun with Caleb and the Action Academy group, expecting to come back with business strategies, networking opportunities, and maybe a few new ideas to implement.
Instead, I came home thinking about who I am as a business owner.
And honestly? I didn’t expect that.
I’ve never really been someone who wanted to talk about mindset. For a long time, I thought the whole “mindset” conversation was a little too woo woo for me.
Give me a strategy. Give me a plan. Give me something I can actually do.
But during this trip, I realized something pretty important.
The biggest thing holding me back wasn’t a lack of strategy.
It was the way I was seeing myself.
As business owners, we spend so much time looking for the next strategy.
We want the better marketing plan. The better systems. The better pricing strategy. The better software. The better business model.
Those things matter.
However, sometimes the biggest constraint isn’t what we’re doing. It’s what we believe about ourselves while we’re doing it.
That was the realization I had during this trip.
I started looking at some of the decisions I’ve made in my businesses and asking myself why I made them.
Why did I hesitate?
Why did I second-guess myself?
Why did I sometimes assume someone else knew more than I did?
The answers kept coming back to the same place: my identity as a business owner.
One of the biggest examples for me goes all the way back to Kentucky.
At one point, we were working toward turning our Kentucky property into a wedding venue.
We had the property. We had the vision. We had the land.
What we didn’t have was the ability to actually execute the plan the way we wanted.
There were zoning issues, neighbors, and eventually a list of restrictions that felt almost impossible to work around.
I think there were 18 different restrictions we had to deal with.
So we pivoted.
Instead of turning it into a wedding venue, we moved toward using the property as a short-term rental.
That pivot ended up being a good thing.
But emotionally, I didn’t experience it that way at first.
The story I told myself wasn’t simply, “That business idea didn’t work.”
It became, “I failed.”
Then it became something even bigger.
“I’m bad at business.”
That distinction matters.
A business decision can fail without you being a failure.
A strategy can be wrong without you being bad at business.
A property can have a problem without that problem becoming part of your identity.
But when you start attaching the outcome to who you are, everything changes.
There’s a performance loop that happens when we start believing something about ourselves.
We have a belief.
That belief affects our actions.
Our actions create an outcome.
Then we use that outcome as proof that our original belief was right.
For example, if you believe you’re bad at marketing, you may avoid marketing.
Because you avoid it, your marketing doesn’t perform as well as it could.
Then you look at those results and say, “See? I’m just not good at marketing.”
The belief gets stronger.
The same thing can happen in business ownership.
If you believe you’re not capable of making big decisions, you may hesitate when an opportunity comes along.
That hesitation can lead to a missed opportunity.
Then the missed opportunity becomes evidence that you shouldn’t trust yourself.
And the loop continues.
The more I thought about this, the more I realized that our beliefs don’t come from nowhere.
They’re usually connected to something that happened before.
Maybe you had a business that failed.
Maybe you made a bad investment.
Maybe you launched something that nobody bought.
Maybe you hired the wrong person.
Maybe you made a decision that cost you money.
Those experiences can teach us something.
But they can also become labels if we aren’t careful.
There’s a huge difference between saying, “That business didn’t work,” and saying, “I’m not a good business owner.”
One is information.
The other is identity.
Information can help you make a better decision next time.
Identity can keep you from making the decision at all.
That was a big realization for me.
I had allowed something that happened in one business to influence how I showed up in the businesses that came after it.
The experience was in the past, but the belief was still affecting my future.
During the trip, I started thinking about a version of myself I’ve been calling All In Ali.
She’s confident.
She’s bold.
She takes calculated risks.
She does the research, but she doesn’t research forever.
Most importantly, she believes in herself.
All In Ali is willing to put all of her chips on herself.
And once I started thinking about that version of myself, something shifted.
I stopped asking, “What would someone else do?”
Instead, I started asking, “What would All In Ali do?”
That might sound simple, but it changed the way I looked at several things almost immediately.
One of the biggest examples was a property opportunity called The Crossing at Gordonsville.
I had been looking at this property as a potential assisted living facility that could eventually become a boutique hotel.
I was doing all the things I normally do.
I was researching.
I was underwriting.
I was digging into the numbers.
I was doing due diligence.
I genuinely enjoy that part.
But at some point, due diligence can become a way to delay making a decision.
I realized I was dragging my feet.
The numbers were there.
The opportunity was there.
Yet I was still looking for another reason not to move forward.
Part of that was because I was trying to make sure I was making the “right” decision.
Another part was that I didn’t fully trust myself to make a big decision like this.
There is a point where more research stops giving you clarity and starts giving you another reason to wait.
That’s something I had to recognize in myself.
I didn’t need another spreadsheet.
I needed to trust the work I had already done.
And sometimes, that is the harder part of being a business owner.
During one of the Action Academy breakout sessions, I was talking about the opportunity and some of the things holding me back.
The people in the room started asking questions.
Then they started pushing back.
They weren’t telling me that I was guaranteed to succeed.
They were pointing out that I had already done the work.
I had already researched the deal.
I had already looked at the numbers.
I had already done the due diligence.
At some point, the only thing left was to decide.
So I did.
We submitted the LOI.
I acted.
Then confidence followed.
That experience reminded me how powerful it can be to have people around you who can see what you can’t see when you’re too close to it.
Sometimes you don’t need more information.
You need someone to call you out on the story you’re telling yourself.
Another big conversation from the trip came from Ben Call.
We talked about partnerships, operating agreements, and the importance of having hard conversations early.
One line really stuck with me:
“Sweat equity is capital, but it can also be a cage.”
That hit home.
As business owners, we can get so used to doing everything ourselves that we start believing our involvement is what makes the business work.
We become the marketer.
The operator.
The customer service department.
The bookkeeper.
The project manager.
The person who knows every single detail.
That might be necessary in the beginning.
But what got you here is not necessarily what’s going to get you there.
I saw this play out with Luna when we had a flash flood and then a septic pump issue.
Those situations reminded me that I can’t personally be the solution to every problem.
At some point, you have to build a business that can operate without you touching every single piece of it.
That means outsourcing.
It means creating systems.
It means trusting other people.
And sometimes, it means admitting that doing everything yourself is no longer a strength.
It’s a bottleneck.
Then there was the AI conversation.
If you’ve listened to the podcast for a while, you know I use AI quite a bit.
But I hadn’t really thought about how much further I could take it until Gideon Spencer started showing us what AI agents can actually do.
We talked about using AI to research potential podcast guests.
We talked about building SEO, AEO, and GEO content plans.
We talked about bookkeeping and financial planning.
We talked about using AI to help source acquisition opportunities.
We even talked about how I can use AI to improve the Brand & Market client experience.
The part that really stood out to me was the idea that AI doesn’t always have to create something completely new.
It can take what you already have and help you do more with it.
One piece of content can become multiple pieces of content.
Your existing information can become a system.
Your research can become a repeatable process.
Your knowledge can become something you can use more efficiently.
That’s where I think the opportunity gets really interesting for business owners.
I actually hired someone to teach me how to build AI agents because I know this is an area where I need to keep learning.
And that’s another mindset shift.
I don’t have to know how to do everything myself.
I just need to be willing to learn, find the right people, and figure out how these tools can help me build the business I actually want.
When I look back at the trip, it wasn’t one single conversation that changed everything.
It was the combination.
It was the mindset work, the identity shift, taking action on The Crossing, learning when to outsource, and thinking differently about AI.
All of it pointed back to the same thing: I’m going to have to become a different version of myself to build the next version of my business.
That doesn’t mean becoming someone completely different.
It means letting go of the beliefs that no longer serve me.
It means trusting myself more.
It means being willing to make decisions.
It means recognizing when I’m the bottleneck.
And it means building systems that allow me to operate at the next level.
That’s the new performance loop I want to create.
Instead of believing something about myself and waiting for proof, I want to take action that reinforces the person I’m becoming.
Maybe you’ve experienced something similar.
Maybe there’s a business decision you’ve been avoiding.
Maybe something that happened years ago is still influencing the way you make decisions today.
Maybe you keep telling yourself you’re not good at sales.
Or marketing.
Or hiring.
Or investing.
Or taking risks.
Before you go looking for another strategy, ask yourself a different question:
What identity got me here, and is that same identity going to get me where I want to go next?
You might not need a completely new business plan.
You might need a new way of seeing yourself as the person capable of executing it.
For me, that looks like All In Ali.
I’m still doing the research.
I’m still asking questions.
I’m still looking at the numbers.
But I’m also trusting myself enough to act.
And that changes everything.
Your next level of business growth may require a next level of you.
Not a perfect version.
Not a completely different person.
Just a version of you who trusts herself a little more, takes action a little faster, and is willing to let go of the things that worked before when they no longer work for where you’re going.
This conversation went much deeper than I expected it to, and I share even more of the stories behind these realizations in Episode 119 of the Brand & Market Podcast.
If you’re in a season where you know you want more from your business but you can’t quite figure out what’s holding you back, this episode is for you.
Maybe the next thing you need isn’t another strategy.
Maybe it’s an identity shift.
And maybe it’s time to go All In.
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