Olivia Jenkins

Olivia Jenkins I’m Olivia Jenkins, MBA — The CEO’s Wing Woman®.

The CEO’s Wing Woman® | Strategic Advisor to female founders building bulletproof businesses, iconic brands and magnetic leadership. 33× award-winning business & marketing consultant, keynote speaker, podcast host and mum of three. I help ambitious female founders package their unique genius into scalable offers, build iconic brands, and grow from startup to 7-figures using my proven Strategic CEO

® Framework. Since 2019, I’ve worked with over 500 female founders across health, beauty, fashion, and lifestyle — generating more than $80M in client sales. My clients are high-performing women who want to scale without chaos, lead with confidence, and create businesses that run without them. With a background that blends luxury brand consulting, executive strategy, and high-performance coaching, I’m here to give you clarity, systems, and the exact strategies to turn your vision into a household name. Inside my world, you’ll find:
• Bulletproof business strategies that work in the real world
• Branding that positions you as the go-to authority in your niche
• Leadership tools that elevate your capacity as a CEO
• A supportive, driven community of women scaling together

From startup to multi-7-figures, I’ll help you build a business that’s profitable, sustainable, and deeply aligned with the life you want to live.

You don’t stall on the way to $1M by accident.You stall because the business still depends on you.What built your first ...
28/05/2026

You don’t stall on the way to $1M by accident.

You stall because the business still depends on you.

What built your first $100K— your time, your involvement, your control— becomes the constraint.

Demand increases.
So does dependency.

And eventually, growth stops compounding and starts costing you.

Not because the opportunity isn’t there—
but because the structure can’t carry it.

If the business needs you to function, it won’t scale past you.

At some point, this stops being about effort.

And becomes about structure.

26/05/2026

$100K per year as a consultant rewards involvement.

You are inside every decision.
Across every client.
Reviewing every deliverable.
Fixing things before anyone notices they are wrong.

And early on, that works.

The business grows because your standards are carrying it.

So you keep reinforcing the behaviour that created the revenue.

More clients.
More proximity.
More of you in the middle of everything.

Until the business reaches the stage where growth starts feeling emotionally expensive.

Usually around $200K–$400K.

Because that is the point where the business stops rewarding involvement and starts punishing it.

You cannot switch off without thinking about clients.
You cannot rest without checking Slack.
You cannot delegate without fearing the quality will drop.
You cannot fully disconnect because too much still depends on your judgment to hold the standard.

So even when the revenue grows, the business feels heavier.

Not because you are failing.

Because you built a consulting business where your involvement became the safety mechanism.

And most female consultants scale this the wrong way.

They try to become more efficient inside the same model.

Better calendar management.
Better productivity.
Better boundaries.
Better team communication.

But the exhaustion is structural.

The business still requires your proximity to function properly.

That is why the pressure never leaves.

The shift into a scalable consulting firm is not operational.

It is psychological first.
Structural second.

You have to stop building a business that depends on your constant supervision to feel safe.

That’s the work we do inside The Business Advisory™.

Rebuilding the delivery model, decision-making structure, and operational standards so the business can scale without requiring more founder involvement to hold it together.

Apply when the revenue no longer feels worth what it is costing you to maintain it.
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26/05/2026

Less than 2% of women-owned Australian businesses ever reach seven figures.

So we asked people in Adelaide what they thought the number was.

The answers were wildly different.

But the reactions?

That’s the part worth watching.

Because this isn’t just a statistic.

It’s a signal that the current business landscape still isn’t built to help enough women scale.

And frankly?

That needs to change.

Comment “TAXBUDGET” and I’ll send you the questions smart founders are asking now. ⚠️
13/05/2026

Comment “TAXBUDGET” and I’ll send you the questions smart founders are asking now. ⚠️

If you are a female founder — a consultant, advisor, fractional or agency owner and you run your firm through a family t...
12/05/2026

If you are a female founder — a consultant, advisor, fractional or agency owner and you run your firm through a family trust:

Last night’s budget was written about you.

You will not find your name in the press conference.
You will find it in the policy.

In the speech, Chalmers said his government was “backing the aspiration and innovation of small business.” 

In the policy, his government just introduced the largest structural tax change for small business owners in a generation.

Discretionary trusts: minimum 30% tax from July 2028. Treasury’s own estimate — 350,000 active small businesses use these structures. Around 60% will face higher tax or need to restructure. Forecast receipts in 2029-30 alone: $4.47 billion.

That is not “backing aspiration.”
That is collecting on it.

In the joint statement defending the change, Albanese, Chalmers and Gallagher said trust users were able to “plan their tax affairs in ways that aren’t available to most people.” 

Hold that line up to the light.

The “most people” they are referring to are PAYG employees.

The “trust users” they are referring to include a service-based female founder running her solo consulting firm through a trust her accountant set up in 2017 — because that was the standard advice the system was issuing at the time.

She is not the wealth this policy was sold to capture.
She is the labour the government said it was rebalancing the tax system to defend.
She just got rebalanced.

And the headline they sold this budget under — record female workforce participation, narrowest-ever pay gap at 11.5%, $21.3 billion in wage rises for aged care and child care workers — was the perfect cover.

And not one line in the budget speech named her.
Not one.

The same day, Treasury released a 79-page Women’s Budget Statement.

The female founder appears in it as a carer. A patient.
A victim of financial abuse. An aged-care worker. A public servant in a leadership role.

Not as the founder of her own firm.
The words “discretionary trust” appear in it zero times.

You celebrate the women.
You audit the women’s businesses.
You hope nobody reads both columns of the spreadsheet.

We did.

But here is the honest truth for every female founder reading this —

This is not your fault.
The structures you built were rational.

The system rewarded them. The Treasury website explained how to set them up. Your accountant suggested them. Your peers ran the same playbook.

You are not the villain in this story.
But you do not get to stay here.

Because here is what changes the moment a reform of this scale lands —

If the cohort affected does nothing, the cohort affected becomes the cost.

You can argue the unfairness. You can write to your MP. You can join the chorus.

None of that changes your P&L in 2028.
What changes your P&L is what you do in the next ninety days.

Strategists do not wait for the rules to come back.

They read the room.
They restructure.
They scale faster than the policy can catch them.

History is on your side. Post-GFC research found women and minority-led firms added jobs through the recovery while many of their counterparts cut them.

The 1990s productivity reset created two decades of professional services growth and the firms that won were the ones with the cleanest systems, not the cleverest structures.

The system is no longer rewarding the structure.
So stop building around it.

Build a firm.
Not a tax vehicle with a logo.

The women who treat 2026 as a forcing function — to professionalise, to restructure, to scale a business that no longer depends on a clever trust — will be the ones writing the case studies a decade from now.

This budget is not a punishment.
It is a deadline.

It is not your fault you are in this spot.
But it will be if you stay there.

The reason most female consultants never reach $1M is the same reason their business starts to feel “stable.”Several yea...
07/05/2026

The reason most female consultants never reach $1M is the same reason their business starts to feel “stable.”

Several years ago, that was me. Today, it’s the stage most founders I speak to are in.

From the outside, it looks like growth.

The offers work.

Clients are consistent.

Revenue is predictable.

You’ve moved past the uncertainty of getting started and built something that holds.

But internally? The business still depends on you to sustain it.

→ Every client still expects you.
→ Every decision still routes through you.
→ Every outcome is still tied to your involvement.

So while the business looks more established, it doesn’t actually operate any differently.
It’s still built on proximity.

And for a while, that feels like progress. Until it doesn’t.

Because the same structure that created traction is now what limits scale.

→ More clients means more delivery.
→ More delivery means more reliance on you.
→ More reliance means less capacity to change anything.

So growth stops compounding. And starts costing. You’re no longer building momentum. You’re maintaining it.

This is the stage most people mistake for “almost there.”

When in reality, it’s where they get stuck.

Because the next level doesn’t come from doing more of what’s already working. It comes from changing how the business is built.

At some point, the question stops being “How do I keep growing this,” and becomes “How do I build something that can grow without me at the centre of it?”

That’s the shift most founders never fully make.

And it’s the reason the path to $1M isn’t a straight line… it’s a redesign.

Your content is filling a waiting room full of people…who were never going to buy.That’s what became very obvious yester...
23/04/2026

Your content is filling a waiting room full of people…
who were never going to buy.

That’s what became very obvious yesterday.

81 established consultants joined live. Already posting, already showing up…

…and wondering why nothing was converting.

Because on the surface?

It looked like it was working.

Engagement was there.

People were watching.

But behind the scenes?

No real demand.

No consistent pipeline.

No compounding.

Just a waiting room full of the wrong people.

Then it clicked.

Not “I need to post more.”

But:

“I’ve built content that attracts attention… not buyers.”

Same effort. Same visibility.

Completely different outcome.

That’s what a content system fixes.

If this feels a little too familiar—

Message me “AICONTENT” and I’ll show you how this actually works. ⤵️

Most people think AI content comes down to better prompts.It doesn’t.Because you can use the exact same prompt as someon...
21/04/2026

Most people think AI content comes down to better prompts.

It doesn’t.

Because you can use the exact same prompt as someone else… and still get completely different results.

The difference is what comes before the prompt.

The thinking.
The structure.
The clarity behind the idea.

Without that, AI just gives you:
→ content that sounds good
→ but doesn’t convert
→ and doesn’t lead anywhere

That’s why so many consultants are posting more…

…and still not seeing consistent leads.

But the prompts I shared are just a small piece of the process.

The real leverage comes from the system behind them.

And I’m breaking that down LIVE tomorrow.

Step by step.

Exactly how I turn one idea into a FULL month of content that actually generates demand.

📍 Wednesday, 22nd April
11am AEST | 10:30am ACST | 9am AWST
Live, online via Zoom

If you’ve been showing up but not seeing results… this is the piece you’re missing.

Comment “AICONTENT” below & I’ll send you the details.

FREE for the first 100 registrations only — sign up now!

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