Harry O'Connor

CEO & Founder @ multiple digital agencies
Helping digital agencies, freelancers, web & digital marketing professionals to build a better life 🚀
United Kingdom 5.0 (18 reviews) Active today Usually responds in a few hours


$290 / month

2 calls per month, strategic & hands-on assistance plus emergency help when you need it.

Top Mentor

Up to 2 calls per month

Unlimited Q&A via chat

Expect responses in 24 hours or less

` Tasks & exercises

Flat fee, no hidden costs

7 day free trial! Cancel anytime.

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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.



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What mentees say



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!



5 out of 5 stars

Harry is full of knowledge!



5 out of 5 stars

Harry is a great mentor! He has helped tremendously in growing the company.

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