Annabelle Drumm presenting on stage at The Joan, Sydney, with audience in darkened auditorium
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.

30 years building real businesses
7+ years Breakfast Radio Host
ICF Certified Coach
Neuroleadership trained
Creative industries specialist

What thirty years actually looks like.

30
Years in creative industries
Performer, booking agent, broadcaster, entrepreneur
300
Performing artists managed
Co-founder, Talent-on-Line · five cities · global clientele
7+
Years as Breakfast Radio Host
Fine Music 102.5 FM Sydney · the top presenting slot in any station
600+
Contracts sealed annually
At peak operations · while raising children · built through process efficiency
400%
Client income growth
Creative director · six months · positioning, operations and mindset
ICF
Certified Coach
Neuroleadership Institute graduate · online worldwide

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 cities. She has performed professionally as a dancer, actor, and broadcaster — including seven years as a Breakfast Radio Host at Fine Music 102.5 FM Sydney, the top presenting slot in any radio station, 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.

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.
7+
Years as Breakfast Radio Host
Fine Music 102.5 FM, Sydney. Breakfast shows, monthly specials, and live anchor host at the Joan Sutherland Entertainment Centre. The top presenting slot in any station.
Annabelle Drumm — Creative Business Coach Sydney

Three ways to work with Kitegirl Coach.

I.

Creative Business Coaching

Your business is growing — but not the way you imagined. You’re busier than ever, still undercharging, and the gap between what you’re producing and what you’re earning makes no sense. You need someone who understands creative businesses from the inside — not a corporate framework badly fitted to your world.

II.

High Performance Coaching

You’ve built something impressive. From the outside, everything looks like success. Inside, you’re exhausted, you’ve stopped enjoying the work, and you’re not sure when that happened. You’re not looking for motivation — you’re looking for someone who can help you find your way back to the version of this that felt worth doing.

III.

Performing Arts Career Mentoring

Your institution produces exceptional performers. The training is rigorous, the talent is real — and yet most graduates step into the industry without a clear picture of how a sustainable career actually works. How to build multiple income streams. How to negotiate and position themselves. How to treat their talent as a business. Annabelle’s one or two-day workshops close that gap — practical, industry-hardened and built for the realities of a modern performing arts career.

Real results. Real people.

“I thought that growing the business would require more pain, drama, and workaholism. But, here we are with a greatly expanded flow of work and I’m happier, more focused, balanced and at peace.”

— Media Agency Director · 450% income growth in 6 months

“If you’re lucky enough to work with her, you’ll find the word ‘fail’ is vehemently absent from Annabelle’s vocabulary. She won’t even say it. This career/life coach is a powerful force of real world positivity.”

— Freelance Filmmaker

“I thought I knew how to set goals and achieve them but Annabelle has introduced me to new and powerful practices relating to goal setting — with extraordinary results… I feel as if the process has given me back to myself — with great joy and great tenderness. Truly anything is possible.”

— Senior Executive Consultant

“Even after the first session she knows your personality more than you, which makes her unique. She always comes up with magical solutions. After adopting her coaching recommendations your career will be flying in no time.”

— IT Consultant

Creative professionals of every kind.

Kitegirl Coach works with anyone who creates for a living — or who runs a business built around creative work.

Creative agency owners Performing artists Entertainment company founders Advertising creatives Media professionals Game studio creatives Production companies Arts organisation leaders Musicians and composers Writers and authors Designers and directors Creative entrepreneurs

Where are you flying right now?

Every creative career and business moves through stages. Knowing where you are is the first step to knowing what you need. Select the one that feels most like you.

Launching
You have the talent and the vision. Now you need traction.
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.

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, positioning, and 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. 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. 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.

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

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