The Chieftains · hosted by Dermot Buffini

Bring the challenge you can't solve alone.

Four days in Dublin with Dermot Buffini and fellow founders, CEOs and executives. Work through real leadership questions around a confidential table, then continue the conversations over the best of Ireland.

Every attendee takes the free assessment before Dublin, so the table starts with your real question.

2026 at a glance
Dates
October 4 to 7, 2026
Venue
St Helen's Hotel, Dublin, Ireland
Investment
$9,995 per seat, includes a spouse or partner
Status
Seats for 2026 are open: reserve one, or request an invitation first. The 2027 waitlist is open.
Surviving or thriving?Take the free leadership assessmentEight minutes. Every Chieftain takes it before Dublin.
A message from Dermot

Hear it in his own words.

Dermot Buffini
What a Chieftain is

A leader working to live above the line.

In old Ireland a chieftain wasn't the loudest voice in the hall. They were the ones who held the land and kept the peace, and they did it from among their people, not above them. That's the kind of leader I'm interested in. A Chieftain today is a leader working to live above the line: clear about their gifts, honest about their goals, working a plan, held by a circle of peers. The Chieftains is where they gather, once a year, at home in Ireland.

The format

Mornings at the roundtable. The rest of the day in Ireland.

Mornings belong to the roundtable. Afternoons and evenings belong to Ireland. Table Topics, eight to ten leaders a table, real problems, confidential by design. No stages, no speakers, no presentations. Golfers and non-golfers each have a full track on Sunday and Monday. On Tuesday and Wednesday the room moves together.

Table Topics

Eight to ten leaders a table. Real problems, brought by the room.

Confidential by design

What is said at the table stays at the table. No recordings, no press.

Two tracks, then one room

Golfers and non-golfers each have a full track on Sunday and Monday. On Tuesday and Wednesday the room moves together.

The four days

Sunday, October 4 to Wednesday, October 7.

The full 2026 itinerary
Day one · Sunday

Golf on the West Course at Powerscourt, or the Powerscourt gardens and lunch at Avoca. The welcome reception.

Day two · Monday

The first Chieftains session with Dermot. Then Druids Glen, or the Glendalough district. Dinner and entertainment at Johnnie Fox's.

Day three · Tuesday

A VIP tour of the Guinness Storehouse and lunch there. A free afternoon and evening in Dublin.

Day four · Wednesday

The closing session with Dermot. Trinity College and the Book of Kells, lunch at Davy Byrnes, the EPIC museum. Dinner at Queen's Bar in Dalkey.

The places we'll go
Powerscourt Estate
Sunday
Powerscourt Estate

Golf on the West Course under the Sugar Loaf, or the house, the gardens and the waterfall, then lunch and shopping at Avoca.

Druids Glen
Monday
Druids Glen

The parkland course they call the Augusta of Europe.

Glendalough
Monday · non-golfers
Glendalough

A sixth-century monastic city in a glacial valley, and a private whiskey and gin tasting at the Wicklow Heather.

Johnnie Fox's
Monday evening
Johnnie Fox's

One of the highest pubs in Ireland. Dinner, music and dancing.

The Guinness Storehouse
Tuesday
The Guinness Storehouse

A VIP tour, lunch at the 1837 Bar and Brasserie, a pint at the Gravity Bar, and a working look at what has kept the brand at the top for over 260 years.

Dublin
Wednesday
Dublin

Trinity College and the Book of Kells, lunch at Davy Byrnes, the EPIC emigration museum, then dinner at Queen's Bar in Dalkey.

Places from the 2026 program; the 2027 program is confirmed with the 2027 room. Venue photography courtesy of Druids Glen Resort, Johnnie Fox's, Powerscourt Estate and Tourism Ireland.

Bring a real question

The kind of challenge the table is for.

Every attendee brings one. These are the kind that belong here.

A leadership team that still defers to you on decisions that should be theirs.

Letting go of the function you built the company on.

Growth that has outpaced the people around you.

Succession, and what your role becomes after it.

The exit you can't picture yet.

How the room is chosen

By invitation. Dermot and the team review every request for fit with the table.

Spouses and partners

Welcome, with their own place in the days and evenings.

What you take home

Your own line, taken before Dublin. The notes from your table. A room of peers you can call afterwards.

Everything is taken care of

You just get yourself to Dublin.

The hotel, the meals, the activities and the coach between them are included. Not included: flights or airport transfers. Incidentals and club hire are your own.

$9,995 per seat, includes a spouse or partner.
St Helen's Hotel and its gardens from the air
St Helen's Hotel

Four nights at the five-star house just outside the city center. Check-in and check-out dates come with your invitation.

Meals

Breakfast, lunches, the scheduled dinners and the welcome reception.

Activities and transport

Golf, tours, and the coach between the hotel, the activities and the scheduled dinners.

Who attends

Founders, CEOs and executives of high character.

A place to speak candidly with people who understand what you carry. People who lead real teams and carry real weight, and who would rather be asked a hard question than be handed a slide.

Who it isn't for

Anyone looking for a stage.

Nobody presents. Nobody sells. If you want an audience, this is the wrong room. If you want peers, apply.

2026, after the event

The film, the gallery, and what the room said.

Coming soon, after the event.

2027

Prefer to talk first? Request an invitation.

Dermot and the team read every request. Say if you are asking about a remaining 2026 seat, or registering interest for 2027. When you are ready, the seat is reserved with a payment on Stripe.

Request an invitation
The 2027 waitlist

Be first to hear when the 2027 room opens.

No commitment. Dermot and the team review the list first when invitations go out, and you hear the dates and the program before anyone else.

The Chieftains Circle

For those who have sat at the table.

An alumni circle for past attendees. Coming 2027. Members of the 2026 room hear first.

The Chieftains 2026

Reserve your seat.

$9,995
includes a spouse or partner

$9,995, includes a spouse or partner. Payment is handled by Stripe. Your card details never touch this site.
Questions first? Write to the team.
October 4 to 7, 2026 · St Helen's Hotel, Dublin, Ireland.