Harry O'Connor

Founder @ multiple digital agencies
πŸ“ˆ A top-rated digital marketing mentor and agency mentor and entrepreneur πŸš€
United Kingdom 5.0 (49 reviews) Active today Usually responds in a few hours
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$390 / month

33% Discount - 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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I’m Harry, a top-rated digital marketing mentor and agency mentor, agency owner and entrepreneur. I have over 20 years experience working in digital marketing and have worked with thousands of clients world-wide of all sizes. I'm trusted by Techstars and Seedstars and multiple incubators and accelerators as an official mentor.

πŸŽ₯ Click the video intro link above to find out about me!


β€’ Get your first DECENT paying clients
β€’ Show you how to create a sales pipeline of continuous work
β€’ Scale your business to an agency or ecommerce / online business generating over 6-figures
β€’ Share with you how to generate more, higher value business
β€’ Help you to work smarter, not harder so that you can step back from your business
β€’ Help you to define your niche and positioning
β€’ 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.


I struggled for years growing my first agency without guidance, leading to a tough and stressful journey. Handling client acquisition, staff management, and finances was challenging. I even considered quitting for a job. Hiring a mentor later showed me the value of their experience.

My second agency reached six figures in just 24 months, and now I enjoy a decent six-figure income and a stress-free business and lifestyle. I've helped many mentees increase their sales significantly.

If you act on our shared insights, your business can improve significantly within months, far exceeding our collaboration's cost.

While my businesses are in the UK, I live in Portugal's Algarve region with my family, thanks to a business tailored to my needs. I aim to share this life-changing success with others pursuing similar goals, as I understand the challenges and loneliness of the journey.


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:

β€’ 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.
β€’ Agency Mastermind Calls where we get together to discuss pressing issues such as sales development, neurodiversity, and building a team.
β€’ I sometimes refer work to my mentees, as well as connect them to people useful to their network.
β€’ Access to other resources such as software recommendations, templates, proposal examples etc.
β€’ Pro level mentees will also get access to my priority booking Calendly link which includes additional booking slots and a reduced notice period.

πŸ“ 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 listβ€”so if you're unable to sign up immediately, I encourage you to join the waiting list.

Open to inquiries

You can message Harry to ask questions before booking their services

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What mentees say



5 out of 5 stars

Standard Plan · 
3 months

Harry is not only a phenomenal mentor, he's just honestly a fantastic human being. It seems like he gives all of his clients the exact energy and motivation they need to go out and pursue something which at first, feels impossible. He's extremely easy to relate to and it's rare to find someone so experienced and successful who is willing to come down to your level and allow you to take things one step at a time with a smarter, and less overwhelming perspective. I genuinely can't believe how lucky I am to have stumbled upon him as my first ever mentor. Even after having inevitable success through his masterclasses in instilling self-belief, there's no doubt that I'll continue to seek his advice in my future ventures. Everybody needs a Harry in their lives, it feels like the only logical way forward. Appreciate everything that you do for the community!



5 out of 5 stars

Standard Plan · 
5 months

Harry is one of those rare people who can think on different levels of depth and provide the right questions to ask. He helped me tremendously to better understand myself and the direction I want to take with my professional and personal life. It's been an absolute gift to be able to interact and grow with him.



5 out of 5 stars

Standard Plan · 
6 months

Harry helped me with practical advice and emotional support when needed. I can't recommend him enough.

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