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Creative Business Coaching · Sydney, Australia & Online

The coach who has
actually done it
— many times over.

Most business coaches teach from theory. Annabelle Drumm coaches from
thirty years of doing — building companies, performing at the
highest levels, managing hundreds of creative professionals, and turning chaos
into elegant, efficient, profitable operations.

If you run a creative business and you’re ready for a coach who truly understands
your world, you’ve found her.

Replace with your stage photo
(portrait orientation,
golden tones, spotlight)

“She helped me see the business I was actually running — and the one I was capable of running. The difference was extraordinary.”

— Former Client, Creative Agency Director

30 years building real businesses
ICF Certified Coach
Neuroleadership trained
Creative industries specialist

Have you been coached by someone who’s never built anything?

  • Your coach gives you frameworks that work in corporate — but you run a creative business, and the rules are different.
  • Sessions feel energising in the room. You leave and nothing actually changes.
  • You’re getting strategies, but no-one’s helping you dismantle the mental obstacles that keep stopping you from executing them.
  • Your coach has never felt the specific loneliness of being a creative professional trying to run a business at the same time.
  • You’ve had coaches before. Good results weren’t guaranteed — or delivered.

Annabelle Drumm has co-founded and run an entertainment booking agency representing
300 artists across five countries. She has performed professionally as a dancer,
actor, and broadcaster — including to 600,000 radio listeners and on television
for clients including Air New Zealand, Coca Cola, and Fisher & Paykel.

She has coached business owners in media, entertainment, advertising, and the arts to results
including 400% income growth in six months and
600% company growth in a year. She is ICF certified and Neuroleadership trained.

She understands creative temperaments — not as a theory, but as someone who
has one herself, has performed under pressure, and has learned to channel it
into consistent, high-level output.

When you work with Kitegirl, you get strategy, operational clarity, and the kind of deep
personal coaching that dissolves the real obstacles — the ones you’ve never said out loud
to a colleague.

The real-world inventory

Thirty years.
Many lives lived.

15+
Years in performing arts
Dance, opera, television, live events — including Xena: Warrior Princess and the NZ Opera. She knows what performing under pressure actually feels like.
300
Artists managed as booking agent
Co-founder of Talent-on-Line, one of Australia’s first internet booking agencies. Doubled turnover four years running. 600+ contracts sealed annually — while raising children and working school hours.
26
iPhone apps produced
For freelance creative professionals. Coordinated outsourced talent across six countries. Featured by Apple as “What’s Hot” in Australia, Russia, and New Zealand.
600k
Radio listeners
Presenter and producer at Fine Music 102.5 FM, Sydney. Hosted breakfast shows, monthly specials, and live broadcasts at the Joan Sutherland Centre.
800+
Online course students
Produced and marketed an online training course attended by students internationally. Knows what it actually takes to build, launch, and sell a digital product.
ICF
Certified + Neuroleadership trained
Member of the International Coach Federation. Graduate of the Neuroleadership Institute. Selected for Brendon Burchard’s elite 150-person global programme — one of only 2 Australians.

Services

Where would you like
to begin?

I.
Creative Business Coaching
One-to-one coaching for creative business owners ready to break through — in strategy, operations, confidence, or all three. Fortnightly sessions, real accountability, measurable outcomes. This is not motivational pep talks. This is the work.
Monthly retainer · from $1,200 AUD
II.
Creative Performance Coaching
For your top creative talent — the people whose output matters most to your business. Helping them perform consistently, confidently, and sustainably under pressure. Available to studios, agencies, and entertainment companies as an ongoing retainer.
Retainer for teams · by arrangement
III.
Performing Arts Career Mentoring
For performers building sustainable careers in a volatile industry. Drawing on her own experience as a performer, agent, and coach, Annabelle offers practical, honest, and deeply informed guidance for artists at any stage.
Single sessions or packages · from $250 AUD

Results

What actually happened
in the room.

“Within six months I had rebuilt the business completely — the branding, the clients, the way I worked. And somehow in the process I also quit smoking, which I’d tried to do for years.”

Outcome: 400% income increase in 6 months · Creative Director, Sydney

“I hired two new people and the work started flowing in faster than I could manage it. I’m not sure I fully understood what was blocking me until it was gone.”

Outcome: 600% company growth in 12 months · Creative Studio Founder

“I’d worked with coaches before who talked a good game. Annabelle was the first one who clearly understood what running a creative business actually felt like from the inside.”

Outcome: Successful transition from freelance to agency model

“She helped me design a career plan that was actually mine — not a generic version of what a performing arts career is supposed to look like. I wish I’d had this conversation ten years earlier.”

Outcome: Sustainable performing arts career · Composer / Musician

Who this is for

You might be a good fit if
you recognise yourself here.

Creative agency owner
Entertainment company founder
Performing artist building a career
Talent agency or management company
Advertising creative or director
Media professional going independent
Game studio or tech creative
Production company
Arts organisation leader
Designer or architect in practice
Someone who’s tried coaching before and found it hollow
Someone whose business is successful but exhausting

Every creative career has
its own weather.

Where are you flying right now? Choose the stage that feels most like your life today — and find out exactly how Kitegirl can help.

Launching
Just getting airborne — excited, a little terrified, and ready to fly.

This is me →

Gaining Altitude
Work is coming in. Now you want more — and better.

This is me →

Maintaining Height
Flying high but the winds are strong and you’re tired of holding on.

This is me →

Relaunch
You’ve flown before. The weather changed. Let’s find your new angle.

This is me →

Graceful Landing
Ready for something new — and determined to land with elegance.

This is me →

Every great launch needs a skilled kite pilot.

The first flight is the most important one. Kitegirl gives you the solid, grounded guidance that keeps you steady as you rise — so the wind works with you, not against you. You have the talent. You have the vision. What you need now is someone who has flown before, holding the line.

Read more about Launching →

Airborne. Now let’s make the wind work for you.

You’ve proved you can do this. The next challenge is doing it better, smarter, and more selectively. Kitegirl helps creative professionals in growth mode build the systems, the positioning, and the mindset to go from busy to genuinely in demand.

Read more about Gaining Altitude →

Success shouldn’t feel this exhausting.

You’ve achieved what you set out to achieve — and somewhere along the way it stopped feeling like freedom. The pressure is constant, the creative energy requires effort to access. Kitegirl helps high-performing creative professionals reclaim control, restore their creative energy, and lead from strength again.

Read more about Maintaining Height →

You’ve flown before. New weather, new angle, rediscovered confidence.

Something grounded you. The talent never left. The drive never fully left either. What you need now is a trusted navigator — someone who understands that the conditions genuinely changed, and that getting back in the air sometimes means approaching from a completely different direction.

Read more about Relaunch →

Every great flight deserves an elegant landing.

You’ve had a remarkable run. Now something is calling you toward a different chapter. Kitegirl helps experienced creative professionals transition with clarity, dignity, and a genuine sense of satisfaction — in how you leave, what you leave behind, and what comes next.

Read more about Graceful Landing →

Ready to talk to a coach
who’s been where you are?

A no-obligation 30-minute conversation to see if this is the right fit. No sales pressure. No scripts. Just an honest conversation about where you are and where you want to be.

Book a Free Discovery Call

Confidential · Online via Zoom · Available internationally