Attention Freelancers and Agency Owners…
Secure a FREE Introductory Mentoring Session with ME to Elevate Your Freelancing or Agency Business!
This is for you if:
- You’re struggling to land high-value clients…
- You’re ready to scale but lack a clear roadmap…
- Operational inefficiencies are slowing you down…
- You feel isolated in your entrepreneurial journey…
- Your pricing strategies aren’t reflecting your worth…
Dear friend,
If you’ve ever felt like you’re just one step away from breaking through in your business, but you can’t quite figure out what’s missing…
You are exactly where you need to be.
My name is Harry O’Connor, and over the past 20 years, I’ve navigated the very same hurdles you’re facing now.
From starting as a freelancer to building my own successful digital agencies, I’ve learned firsthand what it takes to overcome these challenges and achieve sustainable growth.
Multiple digital agencies founder and top-rated mentor.
In the early days of building my first agency, I was flying blind, handling everything from sales to staffing to finances…
Constantly feeling like I was scrambling to keep up…
(There were times when I seriously considered throwing in the towel and going back to a 9-to-5 job…)
Until The Day I Decided To Invest
In Hiring a Mentor Myself
That’s when the tide began to turn.
With their guidance and proven strategies, I was finally able to get out of the weeds, avoid costly mistakes, and start scaling my agency in a sustainable way.
That experience was truly life-changing – so much so that I’ve made it my mission to pay it forward and mentor other ambitious agency owners like yourself.
Over the past 20 years, I’ve had the privilege of working with thousands of clients worldwide, ranging from startups to enterprise-level organizations. I’ve founded and grown multiple highly successful six-figure agencies, and I’ve mentored hundreds of agency owners globally through major organizations like Techstars and Seedstars.

In short, I’ve seen it all – the common pitfalls, the missed opportunities, the strategies that truly move the needle.
And now, I’m here to share that hard-won wisdom with you.
When you work with me as your mentor, we’ll dive deep into the areas that are holding your agency back, whether that’s:
- Pricing your services for profitability
- Attracting and retaining high-value clients
- Building and managing a high-performing team
- Implementing efficient processes to streamline operations
- Defining your niche and positioning for standout in a crowded market
What You’ll Gain
From my Mentorship?
- Tailored Guidance: You’ll receive personalized insights and strategies based on your specific business context, not one-size-fits-all advice.
- Operational Efficiency: Learn how to optimize your operations to reduce stress and increase your business efficiency.
- Growth Tactics: We’ll explore advanced tactics for scaling your business, from effective digital marketing strategies to client relationship management.
- Mindset Shift: I’ll help you shift your mindset from surviving to thriving, building confidence to take bigger risks and make strategic decisions.
- Empowerment to Charge Your Worth: Discover how to position your services and value in a way that lets you command higher fees and attract the clients you truly want to work with.
Secure Your FREE
Introductory Mentoring Session
This initial session is your chance to ask burning questions, uncover hidden challenges, and begin making impactful changes.
(Spaces are limited as I dedicate myself fully to each session, ensuring you receive the focused attention you deserve).
Don’t let this opportunity pass by. If you’re ready to transform your business, book your free session now and start your journey toward a more profitable and fulfilling future.
Continuing Your Growth:
Mentoring Packages
Following our introductory call, if you decide to continue with my mentoring, here are the simple and transparent pricing options available:
- One 45-minute session per month: $290
- Two 45-minute sessions per month: $390 (Most Popular)
- Three 60-minute sessions per month: $580
These packages include ongoing chat support, access to my Slack group, and exclusive guides and content, including previews of new courses I’m releasing. You can change or cancel your plan at any time—this is about supporting your growth on your terms.
Looking forward to helping you elevate your freelancing or agency business to new heights!
Best regards,
Harry O’Connor
P.S. This isn’t too good to be true—it’s a straightforward pathway to better business practices, higher earnings, and more satisfying client engagements. Join me, and let’s make your business unstoppable.
FREQUENTLY ASKED QUESTIONS
Does mentoring really work?
Absolutely. It’s the secret sauce behind many of the most successful people in business today. My own journey accelerated significantly once I sought guidance from those who walked the path before me. Still unconvinced? Check out some of the testimonials from people I have helped.
What qualifications do you bring to the table?
Over two decades in digital marketing, I’ve set up six businesses, including two agencies that hit six figures fast. I live the life many agency owners dream of, thanks to strategic hard work — and I can show you how to replicate this success.
If you’re so successful, why do you charge for mentoring?
Firstly, I’ve never claimed to be the most successful person out there. Far from it, I work with and am friends with many people far more successful than me…
However, the work I do as a mentor directly helps my mentees build their own bank balance, so I feel it is only fair to charge a reasonable amount for my time. I’ve also noticed that those people I help without a fee tend to be less motivated and committed to the mentoring.
What does success look like for one of your mentees?
Success is subjective. When I started out I thought success would be building my agency up to 20 staff and a revenue in excess of a million pounds ($1.2m). Only later did I realize that it wasn’t the number of people I employed or the amount of revenue, but rather the profit I retained and the time I freed up that was important to me. This is time and money that has allowed me to set up a number of businesses including this one, but also live a far more comfortable and flexible life than was possible in employment.
For some people it’s hitting a certain financial milestone in their journey, for others it’s getting their first clients. For many, it is financial freedom. All of these things are discussed on a confidential one-to-one level.
What is your mentoring success rate?
I’ve helped over 95% of my mentees achieve measurable success, enhance their business operations, and significantly increase their revenue.
How long does it take to make significant progress?
It depends on how ready you are to implement changes and take action. Most clients see significant changes within six months, with many noting improvements much sooner.
Can you help if my agency is already established?
Absolutely. I specialize in taking agencies from good to great, often by refining strategy and enhancing profitability.
(If there are no slots available that work for you, let me know and I’ll see what I can do.)
TESTIMONIALS FROM PREVIOUS MENTEES
“Harry has been an absolute pleasure to work with and makes me feel very supported as a business owner. That’s because every time I talk to Harry about an issue I’m dealing with, he has relevant experience to draw upon and thoughtful advice to share. Harry is a great guy. I think he’s genuinely a good person, and that is reflected in the way he thinks about business. Further, you can tell that Harry really enjoys mentoring others and takes it seriously. I highly recommend working with Harry for anyone who is developing an agency business and wants the help of an experienced mentor to avoid mistakes, learn faster, and build a better company.”
— Colin Van Ert
Agency Owner & Head of Product
“Harry has great experience in launching, scaling, and running agencies and has a wealth of actionable insights to share. From business development, over pricing and proposals, legal or hiring. And practical advice on how to get from 0 to 1.”
— Petr Hejtmánek
B2B Lead Generation Agency Founder
“In a matter of weeks of speaking with Harry he’d devised a straightforward plan, one thing to focus on for that specific quarter. I got to work with what Harry had proposed. As a result of working with Harry and the referrals he sent our way, which were greatly received, our business went from a struggling agency of one to a growing agency of 3 including a graphic designer and a freelance web developer. I would have no problems in recommending Harry to people who are prepared to put in the work and also those that want the help and support of growing their digital agency. I believe firmly that Harry can help your agency and even yourself develop as a person. Thank you Harry and all the very best in this new and exciting journey.Harry is the most helpful and genuine mentor I’ve ever had. If you’re looking to learn about digital marketing or run your own agency then Harry is the man. He really cares about your success and is always there to give you help.”
— Robert Haylor
Web Design Agency Founder
“Harry is a great mentor and has a vast experience in setting up and running a web design and development agency. His insight and knowledge was really helpful when trying to handle difficult strategic business decisions.”
— Ash Hewins
Virtual Reality Agency Founder
“Harry is the best mentor I’ve ever had. He’s genuinely willing to help you and go out of his way to see you succeed. I couldn’t have asked for a better mentor”.
— David
Founder
“Harry has had a ton of experience in digital agencies, which shows in his advice. He recognizes and expresses clearly common pitfalls in each stage of a digital agency’s business and provides actionable and practical advice so you can make a positive impact on your business immediately. I highly recommend Harry as a mentor, especially if you run a digital agency yourself.”
— Matthew
Web Design Agency Founder
“Monthly turnover has increased over 300% as a direct result of the changes we’ve discussed and actioned together! As well as his friendly, helpful approach it was encouraging to work with someone who had direct experience of the industry that I work in. Harry’s style is straight to the point, offering clear insights and quick wins to scale up a business. Communication is excellent and I know I can always reach out should disaster strike. Our work together is a mix of tackling specific problems or opportunities as they arise and looking at bigger picture elements such as pricing strategies, positioning and business development.”
— Tim Ryan
Founder
“Harry is a great mentor! He has helped tremendously in growing the company.”
— Joseph Groot
AI Agency Founder
“Harry is a knowledgeable, experienced, helpful, and qualified professional who will provide you with tailored advice and tips to help you improve. Very supportive in helping improve my marketing agency.”
— Gbola Bilesanmi
AI Agency Founder
“Harry has been phenomenal in helping us set up crucial systems for our business.”
— Ethan Halfhide
Founder
“Harry is an amazing mentor! In just one meeting, he has removed most of my dilemmas and anxieties regarding my agency business. For me, he is very inspirational! Big recommendation!”
— Nikola Novakovic
Agency Founder
(You can read the full testimonial list through this link)