Team Lead, Enterprise IT

Ready for a challenge?

Born in the Prairies, now part of a worldwide network, Skip is a tech company with an entrepreneurial spirit and the drive to be the best. We're a people-first, collaborative company with a fun, dynamic and innovative environment. Our vision is to empower everyday convenience. Whether it’s a Friday-night feast, a post-gym poke bowl, grabbing some groceries or sunscreen, our tech platform connects tens of millions of customers with hundreds of thousands of restaurant, grocery and convenience partners across the globe.

About This Role We are looking for an experienced and proactive EIT Operations - Team Lead to join our team. The ideal candidate will demonstrate strong accountability, exceptional problem-solving skills, and the ability to manage and motivate a team of 5-10 IT professionals. This role emphasises a high degree of people management, with a focus on maintaining high standards of service delivery, fostering team harmony, and driving continuous improvement in processes and performance.

Location:

Hybrid – 3 days a week from our Winnipeg office & 2 days working from home

Reporting to:

Senior Technology Manager

These are some of the key components to the position:

Own and promote the Global Operating Manual, suggesting improvements for internal processes and presenting these to Senior Management.

Lead a team of 5-10 IT professionals with minimal oversight, aligning team efforts with management's goals.

Manage vendor relationships and attend cross-functional meetings to collaborate on processes.

Own and maintain the EIT budget, ensuring adherence to budgetary constraints.

Ensure regular check‑ins with executives to meet their day-to-day IT needs.

Apply key principles of team management to optimise team performance.

Maintain a technical and people management focus of 10/90 split.

What will you bring to the team?

Proven experience in IT team leadership within an enterprise environment.

Strong technical background with expertise in EITops technologies.

Excellent people management skills, with the ability to lead and inspire a team.

Exceptional problem‑solving abilities and a proactive approach to challenges.

Effective communication skills, both written and verbal.

Ability to work under pressure and handle difficult situations calmly.

Experience with budget management and adherence.

Commitment to delivering high‑quality customer service.

Why work at SKIP? SKIP is the kind of workplace that garnered a “Top Places to Work in Manitoba” and it was no small coincidence. We set out to make this a place our employees are proud to tell their Mothers, Fathers, friends and anyone who will listen that they work here. SKIP team members feel pride knowing their input and uniqueness are not only embraced but make an impact on a major Canadian company and its satisfied customers. As the company grows, so do you — you meet and surpass new challenges every day.

That’s just a small taste of what it’s like to work at one of Canada’s leading tech companies. If you’re hungry for opportunity, growth, and something meaningful in a dynamic, fun and challenging environment, we’d love to hear from you.

SKIP is proud to be an Equal Opportunity employer. We are committed to fostering a diverse and inclusive environment where all employees feel they truly belong and where everyone is included, seen, heard and respected.

In keeping with our values, all applicants will receive consideration for employment regardless of: gender identity or expression, sexual orientation, race, ancestry, national origin, religion, age, marital/domestic partner status, (dis)ability, neurodivergence, or any other characteristic protected by law. Should you require any accommodations throughout the hiring process, we encourage you to reach out to your talent acquisition specialist.

Note: All employees will be asked to sign a Consent for Disclosure of Personal Information in order to complete a background check. Job offers will be conditional upon results that the Company determines to be satisfactory.

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