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

with Harry O'Connor

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. … Read more

3 hours Book a time instantly 5.0 108 reviews

Continue to booking – $970

Harry O'Connor

Founder, CEO at multiple digital marketing agencies

$970 one session

5.0 108 reviews 🇬🇧

Continue to booking

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

Only 2 spots left

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?

✅ Founder of six businesses, including two successful digital agencies
✅ Advice from someone who still runs agencies, not someone who used to
✅ 25+ years in business; 300+ mentees and 1,000+ agency clients worldwide
✅ Practical mentoring only. No theory or generic motivation
✅ Agency clients include AliExpress, Engel & Völkers and the Ministry of Defence
✅ Top 1% mentor on MentorCruise with 100+ five-star reviews

I only work with a maximum of 15 mentees at any one time, so availability is limited.

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🚀 Which plan is right for you?

💬 Lite ($500/month)

Ideal if you want practical mentoring and accountability.

• Two 45-minute calls each month
• Unlimited chat support

⭐ Standard ($990/month)

• Four 60-minute calls each month
• Priority support
• Reserved mentoring slot
• Full access to my Agency Mastermind, worth $300/month

The Agency Mastermind gives agency founders monthly support to make sharper decisions.

It includes one 60-minute live call each month, private Slack accountability and, once per quarter, a paid guest expert session in place of the usual monthly call.

It is a small group focused on real agency challenges including sales, pricing, hiring, positioning, operations, AI and profitability. Guests are paid to share practical insight, not pitch.

This is the plan I recommend for most agency founders.

👑 Pro ($2,200/month)

You get everything in Standard, but I also become your Strategic Growth Advisor.

This is more than mentoring. I’m available when important decisions need to be made, helping with positioning, pricing, sales, hiring, leadership, commercial strategy and growth.

You’ll have a much more hands-on relationship with me. You can add me to your website as your Strategic Growth Advisor, introduce me as part of your leadership team and involve me in key commercial decisions, proposals and planning.

It’s designed for founders who want experienced strategic support without hiring a full-time senior director or consultant.

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Recent Mentee Wins

• Added $5K MRR after two sessions
• Moved from $1K web projects to $18K builds in three months
• Signed a first $10K/month client after one session
• Grew a micro-agency from $2K to $10K/month within a year
• Increased average project value by 50% at a 25-person agency
• Referred over six figures in paid client work directly to mentees
• Increased revenue from $6K to $24K/month in eight months

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Who I Work With

• Agency founders who want to grow faster and make better decisions
• Freelancers who want higher-value clients
• Senior digital professionals looking for clearer direction

If you want direct, practical advice from someone who has built and continues to run successful agencies, I would love to help.

What mentees say

5.0 (108 reviews)

“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 comp…”

Nebojsa

Standard Plan · 9 months

“Wonderful, knowledgeable and grounded mentor. Really enjoyed working with him and has given me a clear path. Thank you Harry”

Iana

Lite Plan · 2 months

“Harry has been a great mentor, and our sessions were genuinely productive. His advice on sales and outreach was clear and practical. I really appreciated his perspective and support throughout the mentorship.”

Abdul

Lite Plan · 1 month

“I've been with Harry for nearly a year now. It's been one of the most productive years yet. Harry's calm knowledge and perspective on building agencies from scratch have been countlessly helpful. Highly recommend Harry!”

Erica

Standard Plan · 1 year

“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!”

Darren

Session

Frequently asked questions

What exactly is a session?

A session is a focused one-on-one call with your mentor. Use it to get feedback, work through a specific problem, review your work, or get unstuck. You reserve up to 3 hours of their time.

How do I pick a time?

After checkout you pick a slot from Harry's live availability, and it's confirmed on the spot.

How does the session take place?

Sessions happen over video call. Your mentor shares the meeting link ahead of time, so all you need is a quiet spot and a stable connection.

Can I reschedule?

Yes, up to 24 hours before the session. Message your mentor and find a new time that works for both of you.

What if my mentor doesn't show up?

You're protected. If a mentor is a no-show, it takes one click to cancel and get your money back, no questions asked.

How do refunds work?

You pay securely by card at checkout. If the session can't go ahead, you can cancel and get your money back instantly from your dashboard.

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