Harry O'Connor

Founder @ multiple digital agencies
Empowering Founders to Skyrocket Their Businesses and Improve Their Lives 🚀
United Kingdom 5.0 (39 reviews) Active today Usually responds in a few hours


$390 / month

2 x monthly calls, access to my founder-only slack group and other resources.

2 calls per month (45min/call)

Unlimited Q&A via chat

Expect responses in 24 hours or less

Hands-on support

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So far, I've helped over 100 entrepreneurs, founders and business owners through mentoring. I've also worked with literally thousands of businesses of all sizes, from startups to multi billion dollar internationals. I've worked with accelerators and incubators such as IMPACT Accelerator, and I am an official mentor for Techstars and Seedstars.

With over two decades of industry experience and the founder of five successful businesses, including two digital agencies and a consultancy practice, property investment and more, I've carved out a multi six-figure personal income and a more balanced lifestyle. Now, my mission is to help others replicate this success.


• Get your first DECENT paying clients
• Show you how to create a sales pipeline of continuous work
• Scale your business to an agency or ecommerce / online business generating over 6-figures
• Share with you how to generate more, higher value business
• Help you to work smarter, not harder so that you can step back from your business
• Help you increase your value so you can charge more and be paid what you are worth
• Help you to define your niche and positioning
• Referrals - I often refer work to my mentees that do not suit my own agencies, often smaller website builds (sub $10,000), consultancy, SEO, PPC etc.
• Most importantly, I can help you build and improve on your existing business so that it works for you, not the other way around.

Whether you're in the process of securing your first high-paying clients or transitioning from a freelancer to a six-figure agency and beyond, I have the knowledge and experience to guide you.


For years I struggled growing my first agency and I had no one to guide me. It was such a hard, lonely and stressful time for me. Getting clients, managing them, hiring staff, managing them, delivering the work, finances - I struggled with all of it and it nearly killed me. Often I thought about giving it all up and getting a job. It was only later when I hired a mentor did I realise the immense power of tapping into someone's vast and specific experience.

Whereas my first agency took many years to grow to a point where it was profitable, my second agency hit 6-figures within just 24 months. I now have a personal income over 6-figures and a lifestyle and business that I can manage at an enjoyable, mostly stress-free pace. I've helped my mentees on here increase their sales significantly, in one case as much as a 50 x increase in project value.

I'm confident that if you listen and act on what we will explore together, you will make a significant difference to your business within a few months, vastly more than the cost of working together.

Whilst my businesses are in the UK, and I visit my team and clients frequently, I’m able to live in the Algarve, Portugal, in my villa with my family. I have a business structured around my needs, working for me, not the other way round. I want to share this kind of life-changing success with others with similar goals, as I know just how impossible, difficult and lonely it can feel.


I take my mentoring seriously and offer as much value as I can to my mentees. If we work together you will also have access to:

• Access to my founder-only slack group which currently has over 50 founders, freelancers and business owners. Together we support each other and pass on referrals and advice.
• Agency Mastermind Calls where we get together to discuss pressing issues such as sales development, neurodiversity, and building a team.
• Access to other resources such as software recommendations, templates, proposal examples etc.
• Pro level mentees will also get access to my priority booking Calendly link which includes additional booking slots and a reduced notice period.

📝 Please note, due to the high demand for my mentorship, I can only accommodate a maximum of 10 mentees at any one time. There's often a waiting list—so if you're unable to sign up immediately, I encourage you to join the waiting list.

Open to inquiries

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What mentees say



5 out of 5 stars

Harry is a great mentor! I truly recommend him to those who are looking for proven strategies to scale their digital business. Every session was powerful and gave me practical tools to develop my business and myself. He is a real mentor who gives you not only professional proven strategies but your confidence will grow allowing you to set up goals and be confident to achieve them. I definitely started to see outside the box and took certain actions. Thanks a lot, Harry! Health, Success, and Luck to continue providing mentorship.



5 out of 5 stars

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.



5 out of 5 stars

I can't say enough good things about Harry and his mentoring style. He has a natural talent for guiding and motivating people, and he truly cares about his mentees' success. When I first started working with Harry, I was feeling stuck and unsure of how to move forward with my (millions of) goals. But Harry was able to quickly understand my situation and provide me with the tools and resources I needed to take action. He helped me identify my strengths and weaknesses, set clear goals, and develop an actionable plan to achieve them. He pushed me to step outside of my comfort zone and take on new challenges, but he did so in a way that was encouraging and supportive. What I appreciated most about working with Harry was his ability to help me change my mindset. He showed me that success is possible if I am willing to put in the work and believe in myself. Thanks to Harry's guidance and support, I was able to make significant progress towards my goals in a short amount of time. I would highly recommend Harry to anyone who is looking for a knowledgeable and inspiring mentor. He is a great communicator, a good listener, and an all-around great guy. Thanks for everything, Harry!

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