Harry O'Connor

Founder / CEO / Owner @ multiple digital agencies Helping digital agencies, freelancers, web & digital marketing professionals to build a better life 🚀
United Kingdom 5.0 (11 reviews) Active yesterday Usually responds in a few hours


Founder of 5 successful businesses including 2 digital agencies, a consultancy practice & more with over 20 years experience.

From my mentees:

"Since working with Harry, monthly revenue has increased over 300% as a direct result of the changes we’ve discussed and actioned together."

"As a result of working with Harry and the referrals he sent our way, which were greatly received, we went from a struggling agency to a growing agency."

"Harry has had a ton of experience in digital agencies, which shows in his advice. I highly recommend Harry as a mentor, especially if you run a digital agency yourself."


• Get your first DECENT paying clients

• Show you how to create a sales pipeline of continuous work

• Scale your business from freelancer, sole trader or small team to an agency generating over 6-figures and beyond

• 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 understand and 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.


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, 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 am a member of the Association of Business Mentors.



What mentees say



5 out of 5 stars

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.



5 out of 5 stars

Harry has been phenomenal in helping us set up crucial systems for leandiscoverygroup.com



5 out of 5 stars

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

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