Transcona - Front of House Positions

Stellar Tips, Leo's Livin' Perks, Flexible Schedule and Lots of Room for Advancement!

Casual, Full-Time and Part-Time employees qualify for Health and Dental Benefits.

Full-Time & Part-Time Positions Available.

Leopold's Tavern is always seeking AMAZING Front of House Servers, Bartenders, and Supervisors to join the team. As a Leo's team member, you will have the chance to earn stellar tips, enjoy a flexible schedule, and benefit from amazing Leos' Livin' Perks. For the right candidate, there is also plenty of room for growth and advancement within the company.

What’s in it for you?

Leo’s Livin’ Perks

• Competitive Wages – Excellent pay based on experience, ability, and availability
• Perkopolis – Access to discounts on everyday purchases and entertainment
• Wealthsimple GRSP Options – Plan for your future with employer-supported options
• Awesome Tips – Busy bars + loyal guests = big rewards for FOH & BOH
• Employee Benefits – Choose a package that fits your lifestyle
• Day-One Benefits – No waiting period for new hires
• Discounts – Up to 50% off food, drinks, and merch for all staff, plus free meals for BOH & managers
• Flexible Scheduling – We’ll work with you, whether part-time or career-building
• Mental Health Support – Partnerships with groups to ensure you get the help you need
• Career Growth – Opportunities to grow into management and Support Team roles
• Gym Discounts – 25% off GoodLife memberships + $0 sign-up fee
• Home Internet & Cell Discounts – Thanks to our partnership with Rogers
• Staff Events – Western Canada–wide staff parties and gatherings throughout the year
• Free Leo’s Gear – Clothing, gear, and internal giveaways

About Us

At Leo’s, our community bar culture is built on customer service, quality, and fun. We aim to deliver consistency in every visit while making sure both our guests and our crew enjoy the experience.

Our values guide everything we do. We believe in being authentic—what you see is what you get. We stay grateful and humble, knowing that it takes every member of the team to create something great. We’re inclusive, welcoming people from all walks of life and making sure everyone feels they belong. We stay innovative, always looking for new ways to improve and keep things fresh. We’re relentless in our drive to deliver high standards, even when the pace is fast. And we’re always community-minded, because Leo’s is more than just a tavern—it’s a place where people connect.

At Leo’s, there’s no “front of house” and “back of house”—it’s one team, one dream. If one succeeds, we all succeed. Every role matters, and we’ve built an environment where we lift each other up and celebrate wins together.

We’re proud to foster a diverse, welcoming, and safe workplace where everyone feels respected and valued. That commitment has helped us earn recognition as a Deloitte Best Managed Company.

At Leo’s, we value professionalism, respect, and accountability. To keep our team culture positive and productive, we maintain a zero-tolerance approach to negativity, disruptive behavior, or lack of accountability. In short—show up ready to work, respect others, and take ownership of your role. We’re proud of the environment we’ve built, and we’re committed to keeping it supportive and focused.

Our crew is at its best when everyone feels included, respected, and valued. We’re an equal opportunity employer, committed to building a team that represents all kinds of experiences, perspectives, and stories. That mix is what makes working (and hanging out) here awesome.

Decisions around hiring, training, pay, and promotions come down to performance, potential, and passion—not on any protected ground. If you need a hand or an accommodation during the process, just let us know. We’ve got your back.

Ready to Join the Team?

If you meet our hiring criteria, our manager will reach out using the contact info from your resume to set up an interview. Walk-in resumes are also welcome!

Thanks for considering Leopold’s Tavern—we can’t wait to meet you.

– The Leo’s Recruiting Team