Saskatchewan Roughriders

Sports

ExecutiveDirector,GreyCup2027Festival(Term)

CA$150–225k ~AI est. Regina, Saskatchewan, Canada CONTRACT
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Executive candidates.

The Brief

“Executive Director, Grey Cup 2027 Festival (Term) at Saskatchewan Roughriders. Skills: Event Management, Festival planning, Stakeholder management. Lead overall planning and execution of the 2027. Oversee and lead festival staff”

What You'll Achieve.

Achieve established results; Ensure sponsor activations and goals are met; Fulfill ticketing requirements

Industry & Context.

Sports
Eligibility Requirements

Availability for irregular hours, Availability for varied work schedule

What They're Looking For.

Must Have

Undergraduate degree in business, marketing or communications OR equivalent learning obtained through 8-10 years of related experience, 5+ years related experience in senior roles in Event Management, Excellent project management skills, Financial acumen, Demonstrated experience in event entertainment procurement, negotiation and booking, Ability to positively lead various personalities and skill sets, Excellent written and verbal communications abilities, Proven skills in managing multiple competing priorities, Demonstrated professionalism and maturity, Experience working with a large number of volunteers, Knowledge of event supplies, event equipment, and/or service ordering, Experience in managing third-party vendors and contractors, Availability to work irregular hours and varied work schedule

What You'll Do.

Lead overall planning and execution of the 2027

Oversee and lead festival staff

Liaise with the Canadian Football League (CFL)

Guide Volunteer Festival Committee leadership team

Work collaboratively with key stakeholders

Execute all events within the 2027 Grey Cup

Lead and liaise with internal and volunteer teams

Deliver the Grey Cup and Grey Cup Festival

Execute Festival Events including entertainment

Act as liaison between Grey Cup Festival staff

Provide support to Committees and sub-Committees

Ensure consistency in event planning and delivery

Achieve the Grey Cup Festival vision

Provide oversight and leadership on overall festival planning

Provide oversight and leadership on logistics

Provide oversight and leadership on execution

Ensure all operations and commitments are carried out

Partner with the CFL Grey Cup & Events

Partner with the CFL Grey Cup & Events

Build community relationships

Grow a provincial network

Ensure engagement of the province

Manage Grey Cup financials

Achieve established results

Lead and monitor volunteer Festival Committees

Ensure established timelines are achieved

Ensure festival deliverables are achieved

Negotiate festival permits

permissions and arrangements

Review festival permits

permissions and arrangements

Provide leadership to all Festival Committees

Ensure production related requirements are coordinated within established

Lead a team of term employees

Focus on project management

Focus on administrative support

Act as a public spokesperson to the media

Support sponsorship obligations

Ensure sponsor activations and goals are met

Support Ticket Operations team

Fulfill ticketing requirements for all Festival Events

Perform other duties as delegated or assigned

How You'll Work.

Team & Collaboration

Liaise with CFL; Collaborate with stakeholders; Work with volunteer teams; Support Committees; Work with internal teams; Work with volunteer committees

Communication Scope

Public speaking; Media spokesperson; Presenting to groups

Process & Methodology

Project management, Event planning, Event delivery, Volunteer management, Budget management, Timeline management, Priority management

Full Job Description

**Term: August 2026 - January 2028** Reporting to the Chair, Grey Cup Operations Committee, this role will lead the overall planning and execution of the 2027 Grey Cup Festival in Saskatchewan. The Executive Director is crucial to the success of the entire festival! The ideal candidate will have an innovate mindset with the proven track record, skills, and experience to put creative, customer focused major event plans into action to continue to build the Grey Cup brand and create the best Grey Cup Festival to date. Hosting a Grey Cup in Saskatchewan is not only an opportunity to showcase our amazing province, but also our fans, volunteers and communities. This role focuses on oversight and leadership of the Grey Cup Festival staff as well as liaising with the Canadian Football League (CFL), guiding the Volunteer Festival Committee leadership team and working collaboratively with key stakeholders in the community. The role has the lead responsibility for the execution of all events taking place within the 2027 Grey Cup Festival. The role will lead and liaise with a combination of internal and volunteer teams to deliver the Grey Cup and Grey Cup Festival business plan including the execution of all Festival Events including, but not limited to, entertainment events, CFL Team hospitality rooms, Family Zone, Legends Zone, flag football activation, cultural events, formal events and any other activities as envisioned for the Festival. The position will act as a liaison between the Grey Cup Festival staff and Volunteer Festival Committee and Business Operations Committee, providing support to both Committee’s and sub-Committee’s as required, ensuring consistency in event planning and delivery, while ensuring the Grey Cup Festival vision is achieved. Major Responsibilities: • Oversight and leadership on overall festival planning, logistics and execution • Ensure all operations and commitments are carried out in accordance with approved plans and timelines • Partner with th

Free ATS check

Applying for this Executive Director, Grey Cup 2027 Festival (Term) role?

Most applicants get filtered before a human reads their resume. See if yours makes the cut.

ANONYMOUS · UNFILTERED

What do employees actually say about Saskatchewan Roughriders?

Real rants from real employees. Read before you apply.

Read Company Rants →