The Hundred Dollar Club Coaching

So you’ve done everything right on paper. You followed the route you were supposed to take: good grades, good university, good degree, graduate job, promotion path – all of that.

And now you’re climbing the corporate ladder, well paid, respected job title, good prospects – just as you should.

By all accounts, you “have it all.”

All accounts except your own, that is.

Something doesn’t feel right. You thought when you got here it would feel different. Like the long hours and stressful days would be worth it. Instead, you’re left wondering where you went wrong.

There should be more to life than this, shouldn’t there? Why can’t you just be happy with this life you’ve built? After all, you did everything right.

Or did you?

The route you followed – the good grades, good job route – is that your version of success? Or someone else’s?

I’m pretty sure I know. Because I followed the same route.

My Story

Straight out of university, I was ecstatic to land a well-paid graduate job for a big consulting firm. I’m not even sure I knew what consulting was, but it was a “great job” so I want for it. I didn’t hate it immediately, but over the course of ten years, I came to the realisation that it wasn’t actually what I wanted to do. I knew there was better life out there if I would only get on with it.

The trouble was I was very good at my job, and the money was a strong tie. I had all the normal fears that come with the prospect of walking away from a well-paid, secure corporate job.

  • Would I ever earn this much money again?
  • If I quit, would I be able to get a job like this again?
  • Did I even have the balls to quit in the first place?
  • What would I do if I did quit? Did I have any good ideas? Did I have any ideas?
  • What would my wife, parents, co-workers think?
  • Would they think I was crazy to quit such a “good” job?
  • Was I crazy?

In the end after a huge debate with myself, I went for it. I travelled around the world, started a business, and realised I was onto something. This was the sort of stuff I should be doing with my life.

Since leaving the confines of corporate employment, I’ve run a micro eCommerce store, built several web applications and run my own consultancy.

And now I want to help you escape the corporate world and live the life you want, too.

Who It’s For

If you believe there’s more to life than commuting and slaving away in a job you don’t like to get a promotion you don’t even want, I want to help.

And if you feel stuck, not sure what you could do instead, I believe I can help. Especially if:

  • You don’t know what’s possible. What could you do instead that would come close to matching your current income?
  • You’re not sure if you should even be trying to match your income. Are there more important measures of success you could focus on?
  • You don’t know who else to talk to, perhaps because your family is unsupportive or your spouse is concerned about how you’ll make ends meet.
  • You just want to talk to someone who knows what you’re going through.
  • You’ve never dealt with a decision like this before, and you want someone who’s been through it to guide or reassure you.

It’s worth saying now that I can’t help everyone. If you’re just out of university or you’ve never had a “proper” job, I’m probably not the man for you.

If you spend your time daydreaming about how nice it would be to leave your job, but know you don’t really have the conviction to do it, I’m probably not going to be able to help you.

And I’m definitely not the man for the job if you want to get to the next rung on the corporate ladder!

But if you’re serious about breaking free from your corporate chains and starting to live life the way you think it should be lived, I’m here for you. And I’ll help you figure out what you should do next.

What I Can Help With

I’ve been in your situation, so I know what you’re going through and how hard it can be to leave. But I also know that it’s possible.

It’s not as scary as you think, and you’re definitely not crazy. If you’re still here reading, then I’m positive you can do this. You probably already have 90% of what it takes already – I want to help you see that, and I want to help you reach out and grasp that other 10%, whatever it may be.

Maybe you just need someone to help validate your decision, so you can push forward with what you need to do.

Maybe you need help coming up with some solid ideas, and how to put them into action.

Maybe you already have a good idea of what you want to do – you’re just not sure how to go about it. I can help you plot your escape route and plan for what comes next.

Maybe you’re struggling with how to tell your boss you’re leaving. Well, I’ve been the boss, so I can give you some insight into what works.

What I Will Do (And What I Won’t!)

I’m not just going to tell you to quit and get on with it – that doesn’t help anyone, and really isn’t a sensible solution. You have real responsibilities to consider – spouse, family, mortgage, debt, etc. I understand.

I also get that you have an emotional tie to the career that everyone else thinks is brilliant. So no, I won’t just tell you to quit and figure it out along the way.

I’ll help you come up with a solid plan that makes sense and, more importantly, is right for your specific needs.

I’ll hold you accountable too. This might be hard when you’re in a “but I don’t really want to think about this right now” sort of mood. Sorry in advance, but if it’s what you need, it’s what you’ll get. (Don’t worry, I’m good at figuring out when you need cajoling and when you need to be left to work through something for yourself.)

You should be prepared for some tough questions, too. I won’t hold back, and I won’t bullshit you. But you also wont find anyone more supportive and on your team.

My sessions are based on solid experience, facts, and above all what works for YOU. We’ll work at your own pace, but I won’t accept excuses – you have been warned!

What People Say About My Coaching

Without Rob’s coaching I would still be stuck in my comfortable, hellish existence.

He helped me to see that I already knew what I needed to do, then got me off my ass to go and do it.

Thad Moody

I have been a part of THDC for almost a year now.

I can honestly say that it has been instrumental in my quitting my job, moving to Cambodia, starting my online business and living the life I knew I was born to live.

Rob’s leadership and gentle guidance was the turning point for me in going from ‘wishing’ to ‘doing’. He has this way of ensuring you are not only on track, but on the right track and I will be forever grateful for the part he has played in my business. I can’t recommend his coaching highly enough!

Ducky at Urban forage

Rob is bloody brilliant at telling you what you don’t want to hear, and I mean that in a good way.

He won’t pander to you, but he’s supportive at the same time. He’ll be upfront and ask you hard questions, which is perfect if you’re wavering on something. I love his  ”get on with it” attitude – he helped me stop thinking about things too much and get over some hurdles. I really don’t think my business would be where it is today without his help.

Karen Marston – Founder at Untamed Writing

How It Works And What It Costs

To get started, I offer an introductory hour-long session for just £50. This will help me figure out how I can help you, and you figure out whether you want me to help you. It’s totally refundable if you’re not satisfied.

After that, I offer several different types of coaching sessions.

  • Clarity Session
    I’ll help you get clear on what you want, what it is you really want to escape from, and what it is you’re seeking from your next move.
    £125/ 75 minutes
  • Ideas Session
    You’ll come out of this with several ideas to explore for your next big thing. Already have an idea? I’ll help you figure out if it’s feasible, and how you can validate it in the real world.
    £125/ 75 minutes
  • Escape Plan Session
    You’ll come out of this session with a realistic plan to leave your job within 6 months without taking huge risks.
    £175/ 2 hours
  • Business Planning Session
    We’ll create a one page business plan for your business idea together
    £175/ 2 hours
  • I Want It All Series
    Five sessions to figure out, plan and make your next move – everything you need to figure things out and get moving.
    £500/ 5 x 75 minute sessions

Let’s Get Started

If you’re ready to get started on your break to freedom, then here we go. Click the button, book your introductory session for £50 andy our journey has begun.


I’ll get back to you with a few questions by email, and schedule a convenient time for your first session. If you like what you get, then we’ll move forward with a schedule that works for YOU.

Got a question before you commit? That’s fine, drop me an email at team@thehundreddollarclub.com. Ask me whatever’s on your mind.

Your freedom awaits. What are you waiting for?

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