$990 / month
4 calls per month (60min/call)
Unlimited Q&A via chat
Expect responses in 24 hours or less
Hands-on support
I help agency founders, freelancers, and digital professionals win higher-value clients, increase income, and reduce stress.
Why work with me?
✅ Agency founder and founder of six separate businesses
✅ Experience comes from owning and running businesses, not from an employee role
✅ 25+ years in business; 300+ mentees and 1,000+ agency clients worldwide
✅ Hands-on experience of real business life; clients, deadlines, and growth pressure
✅ Practical mentoring only; no theory or generic motivation
✅ Agency clients include AliExpress, Engel & Volkers, and the Ministry of Defence
✅ Top 1% mentor on MentorCruise with 100+ five-star reviews
I work with a maximum of 15 mentees at any one time and I am usually close to capacity; save to Wishlist to be notified when a space opens.
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● Recent Mentee Wins
• Added $5K MRR after two sessions
• Moved from $1K web projects to $18K builds in 3 months
• Signed a first $10K per month client after one session
• Grew from $2K to $10K per month micro-agency within a year
• Increased average project value by 50% at a 25-person agency
• Referred a paid speaking engagement at a top UK university to a mentee
• Referred over six figures in paid client work directly to mentees
• Mentee jumped revenue from $6 to $24k per month in 8 months
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● Who This Is For
• Freelancers who want better-paying clients
• Agency founders stuck at a revenue or confidence ceiling
• Senior digital leaders who want clearer direction and leverage
If you want straight, practical guidance from someone who has done it, I can help you.
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🔥🔥🔥 Strategic Growth Advisor - Pro Plan
My Pro Plan is for agency founders who want more than mentoring.
Standard mentoring is usually focused on advice, reflection and helping you think through specific challenges. This is more like having a senior strategic member of your team, without the cost or commitment of a full-time senior hire.
As your Strategic Growth Advisor, I help you make clearer decisions across positioning, pricing, offers, sales, hiring, leadership, client quality and commercial direction. Rather than only reacting to problems, we look at the business as a whole and focus on the decisions that create more growth, more margin and less founder dependency.
You get flexible access and calls when needed, not just a fixed call schedule. That means we can respond when important decisions come up, review opportunities, challenge assumptions and keep momentum between sessions.
This is a better fit than standard mentoring if you want ongoing strategic input, sharper accountability and someone external who understands agency life but is not stuck inside the day-to-day.
You can start with the Pro Plan and downgrade later if you decide standard mentoring is a better fit.
Please book the Pro Plan here on MentorCruise. You can also view more information about my advisory work on my website before booking https://harryoconnor.co.uk/
5 out of 5 stars
Harry has truly been a remarkable mentor in my life. From the moment we started working together, his passion for teaching and supporting others stood out. His deep knowledge and experience in the field were always complemented by his patience and understanding, making even complex concepts seem accessible. One of the most significant lessons I learned from Harry was the importance of resilience. He often shared stories of his own challenges and setbacks, emphasizing that failure is not the end but an opportunity for growth. This perspective has helped me embrace difficulties and view them as stepping stones on my journey. Additionally, Harry taught me the value of clear communication. He had a knack for breaking down intricate topics into simpler terms, ensuring everyone was on the same page. This has inspired me to focus on clarity in my own communication, both in writing and speaking. Not to mention how he was very understanding when I needed to separate paths from my co-founder. His advice meant a lot to me. Perhaps the most vital lesson came from his approach to leadership. Harry demonstrated that true leaders empower those around them rather than simply directing them. He encouraged collaboration, actively sought input, and celebrated the successes of his mentees, which fostered a positive and motivating environment. Overall, my time with Harry has been transformative, and I am incredibly grateful for his guidance. His mentorship has shaped not only my professional skills but also my approach to challenges and my interactions with others. I will be coming back seeking more mentorship from Harry!
Standard Plan • 9 months
5 out of 5 stars
In my first session with Harry, he pointed a huge issue with how I position my services and gave me tactical next steps for what I need to make happen TODAY. Looking forward to our next call!
Session: Intro Session
5 out of 5 stars
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.
Standard Plan • 1.5 years
I discuss my personal journey from a freelancing professional to an agency owner, the advantages and the risks.
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I help agency founders, owners and senior leaders make better decisions around positioning, pricing, sales, team structure and growth.
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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.
97% satisfaction across all mentors
Personalized feedback and growth plans
Trusted by thousands of mentees
Harry O'Connor
Founder, CEO at multiple digital marketing agencies
Enter your email and we'll let you know when Harry has open spots. You'll also get a link to manage your wishlist – no account needed.
Book a free intro call with Harry
Connect with Harry in a quick call (usually under 30 minutes)
One-off sessions with Harry
One-off sessions are a great option if you're looking for specific advice on a certain topic.
This is a no-commitment intro call so we can work out if we are a good fit without you needing to sign up as my …
1 hour mentoring session. This is a one-off session and you can book as many as you like and discuss any topic you like. Typically …
I offer in-person mentoring in the Faro region (Algarve, Portugal). Availability is limited, and once booked, you’ll be asked to join a short 15-minute call …
I offer in-person mentoring occasionally in the UK, typically in London. Availability is very limited. Once booked, you’ll be asked to join a brief 15-minute …
