About Annabelle Drumm · Creative Business Coach Sydney

Thirty years.
Many lives lived.
One through line.

The most common complaint about business coaches is that they’ve never built anything real. Annabelle Drumm has built many things, in many industries, over three decades and she coaches from that experience, not from a textbook. What follows is the full story.

Annabelle Drumm — Creative Business Coach Sydney
Where it begins

The coach who learned by doing, right from the teenage years.

Within 6 months of starting work, Annabelle Drumm was Head Trainer at the top Apple computer dealer in New Zealand. She was responsible for the creation of more than thirty courses, a team of trainers and flying between cities, serving clients that included Saatchi & Saatchi, Air New Zealand, Nokia and the BNZ. Starting in reception, she got the promotion by learning faster than anyone else in the room. Demand for her time from C+ suite executives for one on one training continued to grow, along with her reputation. She understood something that most trainers miss: the goal is never to teach software. It’s to make a person feel capable.

That insight, that confidence and capability are inseparable. It’s run through everything she has done in the four decades since.

The performing years

Fifteen years on stage, on screen and in the spotlight.

Annabelle spent fifteen years as a professional performer: dancer, actor, television presenter, producer and choreographer. She co-founded the Ipanema Dance Company, specialising in corporate events, awards nights and festivals; performing nationally. She worked on “Xena: Warrior Princess” and “Hercules” as an actor and choreographer. She performed over 150 shows a year at peak and was featured in television commercials for Coca Cola, Air New Zealand, Fisher & Paykel and Carlton United. Her work was broad and, guess what? She never had to wait tables. Never.

This is not incidental to her coaching. She knows what performing under pressure feels like from the inside. The creative vulnerability, the public exposure, the discipline required to deliver at a high level consistently and that quiet empty feeling in a creative career when the project is done and the audience has gone home.

Building the agency

300 artists. Five cities. Doubled turnover four years running.

In 1995, Annabelle co-founded Talent-on-Line Entertainment Network, one of Australia’s first internet booking agencies, promoting performing artists from five cities around Australia and New Zealand to a global clientele. The agency managed a talent pool of around 300 acts booking corporate work and festivals, sending performers to Europe, the UAE and Asia.

She doubled turnover four years in a row, sealing over 600 contracts annually. She managed staff, performers and the full operational complexity of a live entertainment business whilst working school hours and raising young children.

She achieved this, not by working harder but, by refining internal operational processes to ultimate efficiency. Her conversion rate exceeded 75%. Again, not through aggressive sales tactics but, by simply responding faster and more clearly than any competitor.

The coaching practice

Client results that speak for themselves.

From 2009 to 2016, Annabelle ran Kitegirl Coach (we can call it Phase One). It was a business coaching practice serving owners and senior professionals in creative industries: media, entertainment, event management, design, advertising and entrepreneurship.

The results were real. A creative director achieved 400% income growth in six months. A creative studio founder achieved 600% company growth in twelve months. She also produced a suite of 26 iPhone apps, the first featured by Apple as “What’s Hot” in Australia, Russia and New Zealand; plus created an online training course attended by more than 800 students.

She is a past member of the International Coach Federation and Women in Film and Television, was invited to be a member of the inaugural Arts and Culture Advisory to the Inner West Council; a graduate of the Neuroleadership Institute and a graduate of the Thought Leaders Million Dollar Expert Immersion Programme.

The broadcast years

Seven years as Breakfast Radio Host. The art of holding a room.

From 2014 to 2021, Annabelle was a presenter, broadcaster and producer for 2MBS Fine Music Sydney 102.5 FM. For seven years she presented Fine Music Breakfast, breakfast being the top presenting slot in any radio station, as well as hosting monthly specials and features. She served as anchor host for station’s live simulcasts of “Live at the Joan” from the Joan Sutherland Entertainment Centre (which is the photo on the homepage).

She delivered musicology pre-concert talks for the Sydney Philharmonia Choirs at the Sydney Opera House and the Willoughby Symphony Orchestra at The Concourse, Chatswood. Today she continues as a passionate theatre critic for Sydney Arts Guide.

These years deepened a capability that was already central to her coaching work: the ability to communicate with clarity, warmth and authority to an audience she cannot see, on topics that matter deeply to the people listening.

Now

Back in the air with thirty years of altitude behind her.

Phase Two! Annabelle is relaunching Kitegirl Coach with a clarity about her work that only comes from having stepped away from it for a time. She’s added to her perspective and returned with fresh eyes.

Annabelle has two sides to the practice this time. Firstly, as with the original version, she continues to coach business owners and established creative professionals who find the standard business coaching playbook simply does not fit their world. Secondly, on a more timely note, she is providing career transition assistance during the world’s fast paced changes.

She has been where many of her clients have been and are going. She has made the mistakes, fallen down and got up again, found the way through. Annabelle coaches, mentors and trains with honesty, generosity and a passion to help you fly strong.

“When working as a Coach, the most useful thing I can offer any client is not a framework or a programme. It’s a genuinely “feet on the ground” fresh perspective on a situation they are too close to see clearly.”

— Annabelle Drumm

What thirty years
actually looks like.

300
Performing artists managed
Co-founder of Talent-on-Line · one of Australia’s first internet booking agencies · five cities · global clientele · doubled turnover four years running
600+
Contracts sealed annually
At peak operations while working school hours and raising children · built through process efficiency, not longer hours
75%
Conversion rate
Achieved through speed and clarity of response rather than sales pressure · the same operational discipline she teaches coaching clients
7+
Years as Breakfast Radio Host
Fine Music 102.5 FM, Sydney · the top presenting slot in any radio station · breakfast shows, monthly specials, live broadcasts
26
iPhone apps produced
For freelance creative professionals · coordinated outworkers across six countries · featured by Apple as “What’s Hot” in Australia, Russia and New Zealand
800+
Online course students
Produced and marketed an online training course attended by students internationally before online learning was the norm

Four things that are
always true.

Capability is rarely the problem.

In thirty years of working with creative professionals, Annabelle has not once found that a client’s problem was a lack of talent or intelligence. It has always been something else. A mental obstacle, a belief, a blind spot, a confidence issue in disguise as a strategy question. Find that and everything else becomes workable.

The goal is always independence, not dependence.

Coaching that keeps clients coming back because they haven’t been given what they need is not coaching, it’s retention. The goal of every engagement with Kitegirl is to empower you to fly your own way with new tools and perspectives as support. Clients come back because they want to. None should come back because they have to.

Creative businesses are not like other businesses.

They are run by people whose identity is inseparable from their work. Who face public (or even internal staff) judgement of personal creative output. Who manage artistic temperaments, including their own. Who resist the very operational structures that would set them free. A coach who doesn’t understand this world from the inside cannot effectively help someone navigate it.

Speed and integrity are not in conflict.

Annabelle built a 75% conversion rate in a competitive booking agency by responding faster and more clearly than anyone else, not by cutting corners. The same principle applies to coaching. Move quickly, work honestly, deliver real results. This is the standard she holds herself to and models for every client.

The formal foundations
behind the lived experience.

Annabelle’s coaching is grounded in formal training from some of the most rigorous programmes available in addition to real-world experience.

Every chapter.
In order.

2022
— present

Founder, Creative Designer & Content Creator

DrummRoll · Sydney, Australia

Launched and independently managed a niche creative business designing original hand-knitting patterns. Personally programmed a handful of helpful online calculation tools for designers which are now used worldwide. Original patterns published on Ravelry and Payhip.

2014
— 2021

Presenter, Broadcaster and Producer

2MBS Fine Music 102.5 FM · Sydney · Breakfast Radio Host

Seven years as Breakfast Radio Host, the top presenting slot in any station. Hosted monthly specials including At the Opera and Saturday Matinee. Anchor host for live simulcasts of “Live at the Joan” from the Joan Sutherland Entertainment Centre.

2009
— 2016

Founder, Business Coaching Practice

Kitegirl Coach · Sydney, Australia

Coaching practice for business owners and senior professionals in creative industries. Client results included 400% income increase in six months and 600% company growth in one year. ICF member. Produced 26 iPhone apps and an online course with 800+ students.

1995
— 2010

Co-Founder and Managing Director

Talent-on-Line Entertainment Network · Australia and New Zealand

One of Australia’s first internet booking agencies. 300 artists across five cities. Doubled turnover four years running. 600+ contracts sealed annually. Sent performers to Europe, UAE and Asia.

1989
— 2001

Professional Performer — Dance, Television, Opera, Theatre

Various companies · New Zealand and Australia

Co-founder of Ipanema Dance Company. Performer with NZ Opera (3,000 PAX Aotea Centre). Actor and choreographer on Xena: Warrior Princess and Hercules. Television presenter for Coca Cola, Air New Zealand, Fisher & Paykel and others. 150+ shows per year at peak. Wide range of work. Never had to wait tables.

1986
— 2001

Technology Consultant and Head Training Manager

Computer World (1982) Ltd · New Zealand

Head Trainer at the top Apple computer dealer in the country by age 18. Produced 30 courses. Clients included Saatchi & Saatchi, Air New Zealand, Nokia and the BNZ. Also built custom databases for Nokia, Dell and Transfield using FileMaker and Microsoft Access.

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