Lead with integrity. Stand in your sovereignty.

Read on if you want to make your business seriously safe - without being bored or entangled in red tape.

... or if you don't have time for real risk management wrapped up in fun & fairytales,
ask me about my bespoke 1:1 VIP intensive version, Castle Keeper. Stripped down, no frills,
kick arse good governance for empire-building entrepreneurs & warrior women in business.

Castle Quest

 The Serenity Shift

When you were little, did you ever worry about the monster under the bed?

These days, maybe it's the

monsters under your business

that keep you awake at night.

Have you ever felt like there is a black hole of uncertainty, hovering in your peripheral vision? Do you feel like something scary is waiting to pounce the moment you let down your guard? Perhaps it’s just an undefined sense of anxiety and unease.

Your business is a reality now. You have poured heart and soul and more hours than you can count into setting it up and proving that people want what you are here to sell. This is no longer a hobby or a side hustle. There is no plan B, and you are totally committed to its long-term survival...

but are you:

experiencing ongoing self-sabotage?

feeling paralysed by procrastination?

unable to expand your business to its full potential?

Could it be because, at the deepest levels, you don't feel safe in your business?

Do you struggle with taking action on tasks that feel too big, scary or complicated?

In Castle Quest, I help you get clarity about what needs to be done, and guide you to take confident action aligned with your integrity. If you want to future-proof your business so you can leave a legacy, if you want to truly believe that you've "got this", if you want to fearlessly forge an entrepreneurial empire grounded on fierce foundations, if you want brave boundaries that hold space for you to joyfully do your best work, then Castle Quest was created for you. 

Visualising simplified systems is my superpower, combined with my professional legal background in risk management & good governance, and my poetic, creative talent for synthesizing complex concepts in intuitive ways. 

I use imagination and metaphor to soothe your subconscious and make complex concepts easy and fun to deal with, but it is NOT just mindset work - you will be taking the practical, pragmatic steps necessary to clear away all of those fears and dangers you have been avoiding, professionally and personally. Build your confidence in the safety of your business and trust yourself to be ready for anything - not just for now, but far into the foreseeable future. 

What do Castles & Dragons have to do with business?

I first learned about risk management as a Program Developer for the College of Law. As I edited the risk management material being provided to solicitors starting their own law firms, I couldn't help thinking "this process is brilliant, but **** it's boring. It's all based on fear, avoidance of liability & covering your arse..." which got me wondering "what else is possible?"

What if risk management could be based in curiosity and love? 

What if it was positive and playful, instead of dull and dreary?

That's how Castle Quest and Castle Keeper were born. Castle Quest is delightfully gentle and eases you through the process, over 12 weeks, with companionship and care. Castle Keeper is the VIP 1:1 Intensive for those who are busy or impatient, who need advice & accountability and need it now. 

Imagine your business as a castle.  Every time you shove something down your important but not urgent list, every time you suppress anxiety and carry on regardless, every time you tell yourself you will "think about that scary thought later" and then don't...

Those worries and fears don't go away.

They just get locked up under your castle, in the caves of your subconscious.

Worse still, while some may be only limiting beliefs, some of them represent real world dangers



Let's call these issues "dragons", because it makes it easier for us to interact with them.

Now imagine your glorious business castle, perched on its shaky foundations, with the smoke and flames of trapped, unhappy dragons curling around its base.

Does it still feel safe to invite people in? 

I am here to tell you that those dragons are your friends. They have only your best interests at heart. 

How does Castle Quest help?

In Castle Quest, I will hold your hand as we invite all of those dragons (these risks that are keeping your business small) to come out into the sunshine and be sorted. Those that represent limiting beliefs, we will bless and let fly away.

These are all those heavy "what ifs" and worries dragging you down - what if I don't make enough money, what if I get too big too fast, what if I'm not good enough to do this work, what if I say the wrong thing, what if I'm blindsided by trouble I didn't see coming, what if I disappoint those who rely on me?

Some dragons need to bring you very real warnings of danger. Some may even be multi-headed hydras reaching into every aspect of your professional and personal life, with the capacity to do serious harm if you don't deal with them. Where URGENT DRAGON ACTION is required, we make a plan and hold your hand while you mitigate the risk, solving the problem or reducing the severity of potential consequences.

These are all those things you need to do and you need to do NOW - but they're scary, uncomfortable, or you don't know where to start, so you just keep putting them off until it's too late. Yours will be unique to you, but here are some examples from past participants - automating client communication, so you don't disappear when life happens; finding and onboarding a VA; sorting out finances and filing your tax return; completing a project you have promised; firing a client; dealing with a refund request; sourcing insurance; having a difficult conversation; strategically searching and taking action to stop copyright infringement; mapping out the complex chaos of how your offers interact so you have an easy path to follow in future; raising your prices so your profit margin makes sense; moving your business online because you can no longer serve clients face to face; dealing with major change (divorce, death, chronic illness, obligations to elderly parents) without breaking your business... WHATEVER you have been avoiding, we'll identify it, consider its consequences, make a plan and help you deal with it. You are no longer alone. We're here.

Other dragons might be telling you of less urgent threats. These guys need to be given new homes around your castle, so you can keep an eye on them while they continue to watch out for you. 

This is the stuff that's important but not urgent. Things that need you to take action, but you can't do anything about right now. Things that need to be watched in case they become a problem. Things that need a long-term approach. This could include streamlining your systems; putting processes in place that support your health; researching new platforms and markets in case of social disruption; succession planning & knowing what needs to happen if your business loses you; making progress towards those huge bucket-list goals you want but are scared to pursue; getting your legals sorted; building consistency in creativity, communication and client care. You'll create a risk register (it's a super-sexy spreadsheet) so you are no longer carrying the weight of all these potential stressors. You can put them down and relax knowing they are not forgotten, and that we'll be bringing you back to review and take action on them again and again. It's joyful adulting and best practice business ownership without the boredom. It's taking responsibility for your Happy Ever After.

By the end of this 12 week program, all of those scary unknowns will be your best friends, and your castle will be safer, shinier and more secure than ever before.

Even better? You get lifetime access, and you are encouraged to repeat this process every year, at no extra cost! There are even optional quarterly check ins to update your risk register, with Beyond Castle Quest.

In Castle Quest, I use all of my experience as a lawyer, mediator, problem-solver, and mentor to hold space for you and guide you as you identify and resolve the difficult issues you never find time to deal with, so that you can fulfil your potential as the sovereign business leader you were meant to be.

I am also a very keen believer in taming your dragons and introducing them to their true role as authorised protectors of your castle.

In Castle Quest, you will come to understand that these dragons care for you. They are doing their best to keep you safe, but the more you shove them down deep and ignore them, the more likely they are to explode, and that gets messy!

Are you brave enough to step into your sovereignty, clear your caves and take ownership of your castle so you can confidently create the legacy of your dreams... or do you choose to stay small and shiver in fear, waiting for that inevitable day when your castle collapses around you? 

You ignore this work at your peril. Carrying around limiting beliefs without ever looking at them feeds anxiety and is a constant drain on your energy, as your subconscious is in a constant state of hyper-awareness, waiting for those imaginary threats to eventuate. This increases your stress, steals your motivation and damages your health. At the same time, avoiding action on real, urgent issues can have catastrophic consequences. Ever heard the saying "a stitch in time saves nine"? How about the cost of "shutting the door after the horse has bolted"? You'll waste time, money, mental & emotional anguish. It could even spell the end for your business. Every business owner needs to engage in active risk management. The wise ones realise the value of not doing it all alone. 

I am not just blowing smoke rings - studies show that


is a major cause of failure for small businesses.

Castle Quest is a unique program that:

  • gets you grounded in your business values and vision (so you feel safe),
  • supports you to unpack everything that you have been avoiding because it is too overwhelming or confusing to think about,
  • guides you to sort out the real world dangers from the limiting beliefs,
  • helps you understand the consequences of not taking action and pick your priorities, and
  • holds you accountable while you create practical, easy-to-implement action plans and actually do what needs to be done.

All this, while having an amazing time keeping your business castle safe by taming those big toothy dragons so they no longer have the power to paralyse you.

All prices in Australian dollars, inclusive of GST. 
See below for money-back guarantee.

Want to do your due diligence before you commit? I love you!

Before you buy, you must have read and understood the Castle Quest Program Agreement.
It contains important information to help you get the most out of Castle Quest. 


Reserve My Seat for 2022



Pay $990 now to reserve your seat
and the remainder on or before 20 June 2022

Full Price for 2022



Offer ends when the program starts:
18 August 2022

Payment Plan for 2022



Must be paid in full before 1 August 2022
to join this round

Delivered over 12 weeks from August to November...

12 x 2 hour theory & implementation calls
12 x 30 minute journaling calls

Castle Quest provides a perfect mix of learning and doing, with weekly online workshops where we start by explaining concepts and then move straight into implementation on the call, so nobody is left behind. Integration time is built in. WE DO MOST OF THE WORK IN THE CALL!

Participation is capped at 15 people, so you can be sure of individual attention and support.

This is a collaborative, master-mind style program where you are a co-creator of the experience,

not just a consumer of the content....

12 Adventurous Modules

Week 1
Introduction to Mission Possible
Welcome & orientation

Week 2
Stand Tall, Superhero
Clearing the way for confidence

Week 3
Welcome to the Jungle
Exploring your risk environment

Week 4
Dragon Naming
Identifying your unique risks

Week 5
The Mystery of the Matrix
Analysis to choose your priorities

Week 6
Integration Week
Time to let all the learning sink in

Week 7
Victorious Visionary
Sort danger from limiting belief

Week 8
Conquering Chaos With Calm
Identifying need for urgent action

Week 9
Accountability Action Week
Taking strategic mitigation action

Week 10
Empowered Empire Building
Finalising your risk register

Week 11
Damsel in Distress to Dragon Tamer
Learning to monitor & review

Week 12
Crowning Glory
Planning for a Happy Ever After 

This 12 week highly interactive and supportive program is ideal for you if:

  • you know you are destined to be the sovereign leader of a world changing business, and you are sick of standing in your own way
  • you want to build strong foundations to future proof your business so that it adapts with resilience to change and challenge, and
  • you are determined to create a fearless legacy as a leader in your field, & you know that investing in intelligent support will get you there.

Make calm, confident choices

In Castle Quest, you will develop a thorough understanding of how fear, risk and uncertainty sabotage your business, and internalise practical, grounded steps for conquering anxiety.

We will use fun, creative, hands-on exercises to tune in to your ultimate mission and polish your holistic understanding of your values and vision, as these are the touchstones of informed, courageous decision-making.


Revolutionise your relationship with risk

Risk is real, no matter how big or small your business, and it exists at every stage of the business journey. In Castle Quest you will learn to explore the web of influences and hazards in which your unique business operates, giving you the clarity to take empowered action.

There is nothing tedious or boring about this process, though. We will call out the dangerous dragons hiding in the caves of your subconscious and examine them with love and curiosity, for no matter how scary and fierce they may seem when you are trying to suppress or ignore them, they are actually doing their best to protect you.

By meeting them face to face, you take back your power and come to see them as opportunities rather than threats. 


Take positive, proactive, practical action

As Castle Quest continues, you will be guided to sort out the limiting beliefs from the real-world dangers by evaluating what can truly harm you. Avoid overwhelm by setting clear priorities & engaging in intelligent resource management.

Activate your intuitive guidance system, stepping over the threshold of learned helplessness into your future as a powerful action taker, with all the support and accountability you need to deal with trouble before trouble troubles you. 


Give yourself the serenity of solid foundations

Support your intuitive CEO risk radar with structured record-keeping, so you can get on with expanding your empire, knowing that you have set yourself up for success with ongoing accountability and support.

Together, we will create your Happy Ever After plan to monitor and review your business going forward, into a future where your vision of creating a lasting legacy becomes your new reality.

This unique blend of guided visualisation, intuitive problem solving, practical risk management techniques and analytical business advice is drawn from my 10+ years as a lawyer working with small businesses. 

It may sound a little bit off the wall, but it is a proven model that you will not regret taking part in. 

If you are not totally happy with your experience after the first 2 calls, I will give you your money back, no questions asked.

Don't just take my word for it... read what other participants think :

What a pleasant surprise it was!

Castle Quest was a deep-dive into what I used to think were 'boring' parts of my business... 'legal stuff', contracts, the 'things I have to say' kind of pieces of building and owning a business. 

We approached each topic area in fun and creative ways and the exercises were super relevant. I especially loved looking at the risk factors (naming the dragons), then starting to tame those dragons.

Now that I'm in the Serenity Connective, I get to do an even deeper dive on this material in specific topic areas! All of the Castle Quest material was relevant, timely, and engaging. Michelle has built a content-rich program that is full of delight and fun!

On the surface, it appears to be a way to approach legals in your business, but honestly, it really deepens your connection between you and your business in creative and fulfilling ways.

Conversations were rich and support was fantastic.

I'm excited to revisit all this material again every year as my business grows :).

Jen Lang  //  SoundBodySphere

I love Castle Quest - it is such a wonderful & innovative program...

I'm so grateful that Michelle brings her unique blend of storytelling, creativity and sense to the business of protecting your business.

Legal stuff seemed overwhelming to me but not in this program. Castle Quest has been a blessing for the overview of my business risk spots. I've felt supported and have been patiently, lovingly and kindly responded to.

It’s a thoroughly enjoyable risk management training. It’s playful, intuitive, practical, clear and authoritative and takes the pressure off.

I feel very prepared to take care of my business in the years ahead.

Dominique Oyston  //  Goddess Voice Academy

It was an "exceeds expectations" experience!

Castle Quest has been beneficial for my business, and for my quality of sleep (amongst other things).

In dry, non-magical terms, Castle Quest is about “Risk Management for Entrepreneurs”. But it’s unlike any other risk management training out there. It’s playful, intuitive, serious and authoritative, all at the same time. Like Michelle Whitehead herself.

It’s easy to think about business legals and risks as scary, dry, confusing, requiring expertise to negotiate external structures. In Castle Quest, Michelle facilitates us to internalize and personalize our business challenges, so we take ownership and customize our systems to suit ourselves. Michelle makes a strong case that it's better to do this work sooner rather than later in our journey of building a business.

When I joined Castle Quest, I’d already figured out that some of my risks and legal obligations had no straightforward solution. I was hoping that Michelle’s course would give me some clarity, or at least some peace of mind. I wasn’t disappointed.

There’s a multi-hued and multi-dimensional Risk Matrix, which includes not just the more obvious legal, financial, logistical and technical aspects, but also personal, relational and spiritual. Because we’re heart centred, soul-driven entrepreneurs! In Michelle’s world, mindset challenges can be factored in alongside legal obligations.

We did a visualization process to meet some of our dragons, aka challenges. And then we named the dragons and learned how to work with them. In Castle Quest, this is called a Dragon Mitigation Plan. I sleep better at night, thanks to Castle Quest. And when dragons turn up in my nightmares, I have a Dragon Mitigation Plan to engage with them. I've become quite fond of quite a few of the dragons. Re-homed some of the others 😂😂

I think the biggest thing I’ve taken away from Castle Quest is how to navigate these hugely important issues from my own way of being and my own unique needs and priorities. It’s been a hugely empowering process. 

Thank you, Michelle, for your amazing, unique, innovative Castle Quest programme! It's brilliant and I think everyone should know about it!  I got things out of Castle Quest that I didn't expect to get. It works on so many levels. #genius

Alice Bulmer  //  Alice Bulmer Music

Frequently Asked Questions

Is this only for Australians?

No! Castle Quest - The Serenity Shift is my VIP Signature program and it is designed to meet the needs of global owners of online service based businesses.

So far, we have had participants from Australia, New Zealand and Canada. Because you will be applying each element of the course directly to your actual business, and because we take a holistic approach, understanding that for online entrepreneurs there is often very little separation between life and business, you will be easily able to adapt the principles to your unique business, no matter where you are located.

Tell me again - Why Castles and Dragons?

Why not? While I fully believe in the importance of good governance and risk management for every business that intends to survive and thrive for the long term, I am the first to admit that the traditional corporate methods are less exciting than trimming my toe nails.

My aim in creating this program is to make it as engaging and entertaining as it is practical and productive. The truth is, I don't want to be bored delivering this work anymore than I want you to suffer through the tedium of being tangled up in red tape.

That is why I have taken the best principles of business practice that I can find, and reverse engineered them into a holistic, creative, highly relevant process that incorporates all of your integrity, imagination and intuitive wisdom.

Using the language of fantasy and poetic imagery removes the threat from topics that can otherwise be highly sensitive and difficult to discuss. Metaphor is proven to be an extremely powerful method for accessing your inner wisdom and for transforming complex concepts into common sense that stay in your mind.

In the process, we are:

  • actively calming your business nervous system
  • improving your decision-making skills, and
  • preparing you to build your business to its full potential.

What stage of business is this best suited to?

While Castle Quest has benefits for every stage of business ownership, you will get the most out of this program if you have gone beyond the start-up stage and have an online, service based business that you intend to be active in for a long time to come. Does any of the following resonate with you?

You have worked with a number of business coaches and are getting solid systems in place, although they still need some tweaking. You are making a consistent income, but your stretch goals are tantalisingly just out of reach. You have big dreams and a burning desire to change the world, so your current focus is on taking your business to the next level and securing your long-term future without compromising on your mission. Your challenge is that you don't know what you don't know. You may have plateaued in the expansion process, or invested deeply in mindset work, and still be feeling stuck.

You don't have the time and space to prioritise the boring, nitty gritty details, so they keep slipping down your important but not urgent list, while you go on building your business on foundations that feel shaky and incomplete.

You fully intend to come back to patch the holes down the track, someday, when the craziness of constant creation and delivery settles down. However, that day just never seems to come.

In the back of your mind is a niggling fear that someday your castle might suddenly come crumbling down around your ears. 

But not today. You have made it this far without any major problems, so why mess with your high vibe and risk manifesting problems by looking at what might go wrong? You suspect that deep down you may not be "real" CEO material, and you don't want to face that fear & have it confirmed.

As a result, as big as your business has grown, you are still playing small in order to stay safe.

If you can see yourself in this picture, Castle Quest will help you to give your business its best chance of becoming one of the 20% that survive more than 10 years.

What Terms & Conditions apply?

I am absolutely thrilled that you asked that question... 

DOWNLOAD THE CASTLE QUEST PROGRAM AGREEMENT, read it, ask me if you have any questions. 10% off if you find a typo and let me know!

I claim ownership of the name Castle Quest™ as an unregistered trade mark, wherever it is used, worldwide, in relation to online education and training, business mentorship and consultancy, legal services and risk management.