About the Role
The IT Director is a voting member of the HHMBA board responsible for the technology and operational systems that make our house league and travel programs possible. This is a role with real reach: the systems you maintain touch every family in the association, from the moment a parent registers their child to the final game of the season.
The guiding principle is "IT builds, others run." You design, configure, and maintain the systems, while operational execution is handled by designated staff and volunteers. That means your time goes into building things that last and improving how the whole organization works, rather than chasing daily tasks. It also keeps the role sustainable alongside a full-time job.
The Impact You'll Have
You'll keep hundreds of kids on the field by making sure registration, scheduling, and game-day operations run without friction
You'll save fellow volunteers hours of manual work by building smart workflows and automation in their place
You'll leave the association stronger than you found it, with well-designed systems that the next generation of volunteers can run with confidence
Time Commitment
The workload is seasonal:
March and April: 10 to 15 hours per week. This is the heaviest stretch, covering the pre-season build with spikes around registration close, team formation, and loading schedules into RAMP
January, February, and May through August: a lighter, steady load of a few hours per week
September through December: the quietest period, with minimal weekly involvement
Effort is front-loaded into the pre-season build, then settles into a lighter maintenance and support role during the season.
Key Responsibilities
Platform administration and oversight of:
RAMP InterActive (registration, scheduling, website content, umpire assignment)
Microsoft 365 (email, SharePoint, automated workflows, online forms, batting cage bookings, Teams)
Building and maintaining the workflows that route game changes, exhibition and practice requests, and other in-season operations to the right people, and supporting board members, coaches, umpires, and volunteers with the tools they rely on. Planning ahead for renewals, platform changes, and improvements that reduce manual work.
What We're Looking For
Comfort with web-based administrative platforms and a systems mindset: someone who likes building repeatable processes rather than doing everything manually
Strong attention to detail and precision with structured data. Much of the operational work involves spreadsheet and CSV handling (formulas, pivot tables, exact name matching), and RAMP is unforgiving on exact matching, so precision matters more than analytical skill
Reliability and clear written communication, since the role coordinates with several directors and volunteers
Comfort with Microsoft 365 administration, Power Automate, and SharePoint is a strong plus, since most of the platform work lives there rather than in traditional IT areas like networking or hardware. It is not strictly required
Technical certifications and a baseball background are not required.
Why It's Worth It
This is a chance to use real technical skill in service of your community, to see the direct result of your work in kids playing the game they love, and to join a board that values building things properly. You'll have ownership, autonomy, and the satisfaction of solving problems that genuinely matter to families in Halton Hills.
How to Express Interest
Please send a short note about your background and interest to Brian.Gilbank@hhmba.ca
We're happy to answer questions before you decide.