Harry O'Connor

Founder @ multiple digital marketing agencies
📈 A top-rated digital marketing & sales mentor, agency coach & entrepreneur 🚀
United Kingdom 5.0 (86 reviews) Active today Usually responds in half a day
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Services

$390 / month

Two calls per month plus regular Slack contact — for those ready to grow with guidance

2 calls per month (45min/call)

Unlimited Q&A via chat

Expect responses in 24 hours or less

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About

🚀 I CAN HELP YOU:
• Win better clients and charge much more (often 200% to 500%)
• Build a solid sales pipeline and scale to six or seven figures
• Improve profits, reduce stress, and build a better life

📚 MY STORY:
I struggled to grow my first agency. My strategy was to try everything and hope something stuck. Things only began to change once I hired a mentor.

My second agency hit six figures within a year, and I built a business that was both profitable and calm. I now live in Portugal and run four businesses based in the UK and Dubai.

💪 ACHIEVEMENTS:
• Mentored over 300 mentees worldwide
• 25 years in web and digital
• Founder of two agencies and several profitable ventures
• 8 years of mentoring experience, trusted by Techstars, Seedstars and others
• Mentees from JP Morgan, Microsoft, Salesforce, McKinsey, and Deloitte

FAQs

How does it work?
We’ll schedule calls at a pace that suits you. Most mentees want help getting more sales or raising their prices, but I also help with operations, positioning, and bigger decisions.

Do you only work with agencies?
No. About half of my mentees are agency founders, but I also work with freelancers, marketing professionals, and startup founders.

What size agencies do you help?
Anything from solo founders to 50+ team agencies. My focus is on smaller teams who want to grow without losing control.

🏆 COMMUNITY:
When you work with me, you’ll get access to a private Slack group with 130+ founders. It’s a proper support network where people share, ask, and help.

☝️ Click “Sessions” at the top right to see what plans are available including in-person mentoring!


What mentees say

Ethan

Ethan

5 out of 5 stars

Standard Plan · 
4 months

Harry is an incredible mentor who has a keen ability to understand where you are, where you want to be, and how to help you work through the steps to get there. He’s as professional as he is personable and you can be sharing a laugh just as easily as you may be redefining your perspective on a problem to solve. I’d highly recommend Harry as a mentor to many and will certainly look to utilize his mentorship abilities again in the future.

vishal

Vishal

5 out of 5 stars

Standard Plan · 
10 months

Nuno

Nuno

5 out of 5 stars

Standard Plan · 
19 months

Harry was able to provide some much needed perspective on the aspects of my work that were most important. I have had a change in direction professionally, but will happily reach out to Harry in the future when my circumstances can take advantage of his expertise.

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This is how real progress happens

Mentees who work with a mentor for 3+ months reach their goals 2x faster than those going it alone. Long-term mentorship means fewer false starts, more focused sessions, and support that builds week after week.

  • In the top 1% of all mentors on MentorCruise
  • Over 165 mentees helped
  • 86 verified reviews, rated 5.0 out of 5
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