IT Mastermind Talks

Mastermind dinners · Off the record

Eight operators. One table. Nothing leaves the room.

IT Mastermind Dinners are small-format, invitation-only dinners for the people actually running IT services businesses: the ones losing sleep over hiring decisions, wrestling with client churn and figuring out what comes next.

Four IT services founders at an IT Mastermind dinner in Sydney
Sydney dinner

How it works

From application to first course.

  1. 01

    Apply

    Tell us about the business you run: size, services, what is keeping you up at night. Takes three minutes.

  2. 02

    Get vetted

    Ian reviews every application. The room only works if everyone at the table is a genuine peer, so vendors, coaches and observers are politely declined.

  3. 03

    Take a seat

    You are invited to the next dinner in your city. Eight to twelve operators, one table, off the record. ITMT and its partners cover the dinner.

  4. 04

    Keep the thread going

    Guests join the private community for follow-ups between dinners, plus first access to webinars and Intensives.

What gets discussed

The agenda is whatever is keeping you up.

No slides. No pitch. Ian hosts, keeps it honest and makes sure every seat gets the room's attention on their problem.

  • Pricing changes that stick
  • Hiring traps and offshore teams
  • Client churn and concentration
  • Cash, margin and the founder's salary
  • M&A prep and exit timing
  • AI adoption without the hype
  • Getting yourself out of delivery
  • Partnering with the big SIs

Where

8 cities, four countries.

Sydney · Melbourne · Brisbane · Perth · Auckland · London · New York · Austin. Not in one of these? Apply anyway; new cities open when there are enough operators to fill a table.

IT Mastermind dinner guests in Sydney, Melbourne and Brisbane
Four IT services founders at a mastermind dinner in Sydney
Ian Markram running Loading Growth workshops and webinars
Mastermind dinner and Intensive attendees around Australia

Apply

Be considered for ITMT.

Book a short call with Ian. If the fit is right you will be invited to the next dinner in your city. If it is not, he will tell you straight and point you somewhere useful.

  • You run, or are a senior leader in, an IT services business
  • You want peers, not a pitch
  • You are willing to share what is actually going on

Dinner FAQ

What happens at a mastermind dinner?

A small, vetted group of IT services leaders meets over dinner. Everything is off the record. Ian Markram hosts and keeps the conversation on the real problems in the room: hiring, pricing, churn, cash, M&A and what comes next. Dinners run in Australia, New Zealand, the USA and the UK.

How do I join a mastermind dinner?

Apply through the site. Every applicant is vetted so the room stays peer-to-peer: you need to run, or be a senior leader in, an IT services business. If you are a fit you will be invited to the next dinner in your city.

Does it cost anything?

The podcast, webinars and community are free. Dinners are invitation-only and covered by ITMT and its partners. Quarterly Intensives are run through Loading Growth's Everest programs, which are paid coaching programs.