In-person mentoring (Portugal) - 3 hours in-person deep-dive session with

Harry

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 to confirm dates and logistics. There’s no substitute for in-person sessions. They create space for … Read more ↓
Harry O'Connor
$970
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5.0
/
🇬🇧
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180 minutes

Reserve up to 180 minutes for your session.

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About this Session

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 to confirm dates and logistics.

There’s no substitute for in-person sessions. They create space for deeper thinking, sharper strategy, and breakthroughs that rarely happen over Google Meet.

You’ll need to arrange a quiet, private venue such as a meeting room, workspace, or café. This is a two-hour session with a 15-minute break midway.

Your mentor

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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🔥 Non-Executive Director (NED)

My Pro Plan gives you access to me as your NED; ongoing board-level input and strategic challenge, without the cost of a full-time senior hire.

You get calls when needed, not just on a fixed schedule. I can also attend in person where useful, with travel costs covered, and I am happy to be included on your website or in pitch materials where appropriate.

I currently sit on 2 boards and limit this work to 3 at any one time.

FAQs

● Is this 1 to 1?
Yes. All mentoring is 1 to 1. Group mentoring is available at an additional cost; please get in touch before booking.

● Are you one of those fake gurus?
No. I build businesses. I make mistakes, learn from them, and help others avoid the same ones. I am a successful business owner and, according to my mentees, an even better mentor.

● What’s your revenue, headcount, or agency size?
I don't share internal figures or vanity metrics. What matters is whether I can help improve your business. That is reflected in the feedback and reviews from the people I work with. Like most ambitious people, I am always looking to improve.

● Can you guarantee results?
No. I provide clarity, direction, and proven thinking. The work is still yours.

If this feels like the right fit, book a call. If I’m full, save the slot and I’ll notify you when space opens.

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Harry O'Connor
$970
/
5.0
/
🇬🇧
Continue to booking

Scheduling conflict? No-show? Cancel session & get your money back instantly.

Limited spots Only 2 Spots Left