Harry O'Connor

Founder @ multiple digital marketing agencies
📈 A top-rated digital marketing & sales mentor, agency coach & entrepreneur 🚀
United Kingdom 5.0 (83 reviews) Active today Usually responds in a few hours
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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.

How big is your agency?
I run two profitable agencies, each generating multiple six figures annually, with a third in development. I’ve scaled down from a team of 10+ full-timers and freelancers to a leaner setup that delivers better margins, more freedom, and less stress. Profit matters more to me than headcount.

🏆 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.

Open to inquiries

You can message Harry to ask questions before booking their services

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What mentees say

Heidi

Heidi

5 out of 5 stars

Standard Plan · 
22 months

Harry is a fabulous mentor who truly pushes you to grow. He listens carefully, gives thoughtful advice, and never hesitates to challenge you to go beyond your comfort zone. Harry has pushed my boundaries many times, giving me challenges that have been instrumental in helping me become a better professional and build my business. His support and guidance have been invaluable, and I’m grateful for his dedication to my success. Highly recommend him to anyone looking for a mentor who actively helps you reach your potential!

Heidi wrote 1 more review for the same mentorship
Heidi

Heidi

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!

Derek

Derek

5 out of 5 stars

Standard Plan · 
6 months

I’ve had an excellent time working with Harry so far. He always brings a unique perspective, offering insights that make you see things in a new light. Just a little bit of the right advice at the right time can make starting your agency so much smoother, steering you away from costly mistakes and difficult client situations! I highly recommend working with him!

Cory

Cory

5 out of 5 stars

Standard Plan · 
6 months

Harry was awesome! Very personable, very easy to talk to, and always ready with sage advice.

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