Thanks for dropping by the Work With Me page to learn about my group coaching program INSIGHT!

Insight is one of the best things I’ve ever created, and I’m incredibly excited to tell you all about what it is, why it exists, and what it does for people.

What is INSIGHT?

INSIGHT is an idea that sprang out of necessity. I’d been doing private coaching full-time for over 5 years and while the work was steady and rewarding, a small percentage of my discovery calls with potential clients ended with the person being fully ready to work with me emotionally and psychologically speaking, but the investment just wasn’t doable for them at that time.

Now, I’m not one of those coaches that tries to convince people that their money objections are just a lack of commitment, or tells them to take out credit cards to cover my fees. I grew up poor, and while the way we manage our resources is affected by our programming and does benefit from coaching, that doesn’t mean that we can pretend not having enough money isn’t a real-life problem(!)

In my head, I really, really wanted to find a way to get coaching to the people who couldn’t afford it, but I was already doing a ton of free work and couldn’t sustain any more. Then one day, someone said to me:

“If you ever decide to do pod coaching, or something where we can split the cost with others, please msg me – I would be so in.”

And that’s where the idea to essentially ‘crowdfund’ access to coaching was born.

In 2023, I asked myself a powerful question:

What makes me compassionately angry?

The answer was not poetic…

‘People going apeshit at each other..! Because most relational and societal issues are caused by a lack of quality connection and support, and an inability to regulate through hard conversations and big triggers actively destroys the opportunity for connection. It forces people to spend more time protecting from people to connecting with them.’

My next question was… Ok, so then what do they need? And the answers I came up with became a 5.5hr free masterclass that I ran, called Emotional Flexibility.

In that class, my goal was to teach people how to:

This was the beginning of something much bigger—INSIGHT was born from this mission.

At the end of that class, I genuinely didn’t have a sales pitch.

Not a single slide with an offer or the promise of free steak knives…

I was just trying to share information that could make the world a little easier on all of us.

But by the end of those 5.5 hours together, the energy in the class was so amped and everyone was so in it, that I felt compelled to say:

“Hey PS… If you wanna keep talking about this, if you wanna go deeper into living this way and you’d like help to do it, I’m going to start a group. It’ll just be me, opening my Zoom room twice a month to whoever wants to come and discuss what they’re going through and how they want to make it better, and I’ll provide personalised 1-1 coaching but it’ll be like, a tenth of the price of a private container.”

20 people signed up that week, and INSIGHT was born.

Since then, the program has grown by dozens of people, and the group chat is lit up every week with realisations, celebrations, breakthroughs, camaraderie, and support.

And here’s why it works so well

Firstly, it’s not a prescriptive program with a set curriculum – it’s 1:1 personalised coaching support, just at a reduced price because everyone’s chipping in to make it financially feasible to provide.

In my opinion, 1:1 personalised coaching support is the only real way to get into what’s actually going on for each individual person.

Now, I’m not saying that courses and books and programs aren’t great. I’ve run them myself and changed a lot of lives, but ultimately if a concept isn’t landing for you, or you can’t get moving on a particular dream… You need laser focus on what’s going on inside YOU, specific to YOUR programming and fears and limitations and restrictions and coping strategies.

You need someone to actually LISTEN to you, to hear the vocabulary your brain chooses, to see the incongruencies between your words and your body language, to bring an experienced and trained approach to pull the right thread at the right speed for you be able to break through on what’s really been holding you back.

Additionally, INSIGHT allows you to watch other people be coached to a breakthrough — and this is much more powerful and beneficial to your journey than you realise.

Let me explain...

When you’re in the coaching hot seat, your brain will have a certain amount of defences up. Remember, our programming is buried in psychological blind-spots for a reason – our nervous system doesn’t want our protective strategies disrupted(!) But when it’s someone else in the hotseat, your defences aren’t up because you’re not the protagonist. This allows a lot of clarity; realisations / insights / breakthroughs to occur to you, uninterrupted, as you’re watching.

And you may be thinking ‘ok that makes sense, but what if their issue isn’t relevant to my life?’

And to answer that, I’m going to tell you a quick story.

Many years ago, I attended a massive personal development conference with over 9000 people from over 200 countries. At one point, the presenter asked a woman ‘what do you want to transform today?’ and she replied ‘I’m in a really bad place. I’m scared my family won’t have enough money this year and I’m afraid that I won’t be able to fix it.’

The coach turned to face the audience and said ‘raise your hand right now if you’re afraid you won’t have enough or be enough this year.’

9000 hands from over 200 countries shot up, instantly.

Human problems… Are human problems. Please do not think that I am dismissing or belittling your struggles when I tell you how common and relatable they are, but this is the truth.

The topics that come up in this group container look like this:

Being incredibly self-aware but still struggling with the same problems
Never being able to tick off our most important bucket list items or actually take actions on our New Year's Resolutions
Stressors at work an inability to be helped or respected by our superiors
Not knowing who we truly are
Feeling like time is slipping out from underneath us but we're too frozen to take action
Knowing we need to take care of ourselves but nothing we're trying is working
Wanting to get out and live our lives more intentionally but being too tired to leave the house
Going through life and body changes and being unable to ask for our new needs to be met

Did any of those sound familiar? I thought so…

So here’s what you can expect if you join this program:

1

Expert life-coaching that allows you to get to the root of any problem that’s negatively impacting your life. This alone is priceless, because it can be the difference between wasting your life hamstrung by something you think is permanent, and actually stepping away from that limitation and living life on your own terms.

2

Realisations, breakthroughs, and perspective shifts like you’ve never seen. Everyone thinks they know what their problem is, but since it’s not possible to see our own blind-spots, you won’t actually know the full extent to which you are participating in, or even driving the loops you keep getting stuck in.

3

Unparalleled levels of support and community. This group is an alive and vibrant space filled with powerful, growth-oriented people who will both support and inspire you to reach the goals and dreams you may have previously dismissed as impossible, unreachable, or just not realistic for you.

4

Practical, personalised, real-life, usable help. INSIGHT is not a space for platitudes and word-soup. INSIGHT is where you have the big conversations, the real breakthroughs, the powerful shifts, and the personalised care with experienced practitioners and empathetic peers. The space is curated, safe, generative, and has a proven track record of turning out major wins.

Real Wins from Real People

These are real screenshots from the INSIGHT group chat.

A word about the current members

The incredible people doing their deep work in INSIGHT are bringing the fire every single call. They are honest, they are raw, they are vulnerable, and they are real. They don’t come to the call for a BS peptalk and a paragraph of motivational platitudes, they come to see what the inside of their brain really looks like. They come to have their blind-spots reflected so that they can see the way out, and actually put foot to that path. And they come to support each other through the highs AND the lows.

The exhilarating celebrations when their greatest dreams actually starting happening in the real world, and the humbling lows when they need to summon all the compassion available to meet themselves with honesty about how they’ve been contributing to their own pain. Since that fateful day in 2023, INSIGHT has expanded over and over again – not just in size but in resources and coaching support.

All INSIGHT members now get free access to masterclasses on the most transformational concepts in the personal development space, and we have TWO full-time coaches, meaning there is an open call every week for any member to get the coaching they need. Call-times are announced months in advance to ensure everyone can plan ahead for them, and recordings are available for 7 days after for anyone who prefers to learn and grow on their own schedule.

INSIGHT was moved in 2025 from a Facebook group to an independent community hub, meaning you don’t need to be on social media to join, and everyone can adjust the amount of notifications they receive to ensure they don’t miss out on coaching, trainings, and community involvement.

So if you’re interested to join, here’s what you need to know:

INSIGHT is a self-serve program with no minimum term – simply click the link to join, and you’ll be sent a welcome email with access links. If you come along to a couple of calls and either get what you need or discover it’s not a good fit – no worries! Simply cancel at any time.
INSIGHT is a subscription, meaning the payment will automatically come out each month until you stop it.
INSIGHT calls are run at different times to accommodate all time-zones – in the morning in Australia which works for the southern hemisphere, the US and the European winter, and in the mornings in California which better accommodates the northern hemisphere and the European summer.
INSIGHT calls are recorded for members to watch if they can’t make the live call; the recordings expire after 7 days for the comfort and privacy of people who’ve shared vulnerably in the session.
INSIGHT is staffed by 2 veteran coaches – Sarah Reilly and Dan Mason, plus our Operations Manager Sinead on logistics and administration. If you’re ever struggling with the content or your ability to participate in the program there is always someone to help you.
While Dan and Sarah do have noticeably different coaching styles, both are able to quickly identify the underlying issue(s) and guide you to a productive way forward.

Meet Your Coaches

Sarah Reilly

Deep Reprogramming Expert

Sarah is a highly experienced coach from Sydney, Australia who has been helping people from all walks of life live their wildest dreams and achieve their most impossible goals since 2017.

Her proprietary blend of reprogramming and deep emotional work allows her to adjust the way people’s brains receive and react to information so that expressing their potential comes much more easily.

This has allowed clients from all over the world to:

musicians, breaking free of their family’s limiting expectations, and having their work on a Times Square billboard.

Sarah’s unique gifts lie in being able to see the programming that sits below beliefs, so that clients are able to address core issues rapidly through simple, practical actions, instead of wasting years trying to force themselves to just believe differently.

After guiding countless leaders to authenticity in their path, mastery over their emotions and speed of results beyond their wildest dreams, here’s what she knows to be true:

When your True Self is your True North, you get to choose your own reality.

If you’re ready to see what that looks like for you, coaching with Sarah is a must.

“My clients have gone from burnout to business success, healed relationships, and made the impossible real. The breakthrough moment is what I live for.”

Dan Mason

Midlife Leadership Coach

Dan Mason is America’s premier midlife leadership coach. He helps unfulfilled high achievers realign with their purpose and create a meaningful next chapter with more clarity, energy, & freedom.

“After a decade helping top performers around the world navigate career pivots, leadership challenges, and personal reinvention, I’ve learned something simple but profound:

Success without alignment still feels empty.

Success without energy still feels exhausting.

I work with high-achieving professionals and executives who are ready to break free from survival mode-and start leading their next chapter with clarity, energy, and fulfillment.

My clients aren’t broken.

They’re brilliant.

And I get it—because I’ve lived it.”

After a 20-year career in broadcasting and corporate media leadership, I found myself at the top of my field – and at rock bottom in my own happiness.

I had the success on paper, but inside, I felt stuck, burned out, and disconnected from the person I wanted to be.

That pivot became the foundation of everything I coach today:

How to realign with your deeper purpose, reclaim your energy, and

Create success that’s sustainable, not soul-draining.”

“Success without alignment still feels empty. My work is about helping you create a life that feels as good on the inside as it looks on the outside.”

Ready to Experience Your Breakthrough?

INSIGHT Membership

Monthly Membership