Leopold's Tavern Osborne Village is looking for AWESOME PT Servers/Supervisors/Bartenders to join the Leo's Front of House team. Looking for a great team member with supervising experience will be preferred. Leo’s offers great wages based on experience, ability and availability, stellar tips, and loads of room for advancement for the right person. Leo's also believes in treating employees right with employee perks such as 2 x 50% off drink discounts after every shift, as well as our standard 25% off anytime, plus we provide you with the raddest Leopold's Tavern swag and uniforms!
Must have open availabilty.
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
- Awesome Tips – Busy bars + loyal guests = big rewards for FOH & BOH
- Employee Benefits – Choose a package that fits your lifestyle
- Day-One Benefits Options – No waiting period for new hires with our all employee benefit options
- 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
What You’ll Be Doing
Specific Responsibilities, including but not limited to:
- Support your teammates at all times and contribute to the success of the team.
- Responsible for ensuring all our customers receive the highest level of customer service and have an amazing Leo's experience every time they visit!
- Consistent and organized.
- Responsible for opening and closing/crossover duties depending on your shifts
- Keep up to date on Leo’s specials, practices and communication with managers.
- Responsible for ensuring every item served is to Leo's brand standards of quality and specification.
- Upselling to ensure the best customer experience.
- Helping to maintain takeout and delivery excellence.
- Creative freedom encouraged for menu items and merch.
- Make it your personal mission to get the job done right while remembering that work should be FUN!
What We’re Looking For
Specific Job Requirements:
- Must be available weekends.
- Thrive in a team setting.
- Provide amazing quality of service to all our customers.
- Responsible serving certificate.
- Experience preparing alcoholic and non-alcoholic beverages.
- Killer eye for detail.
- Think on your feet, embrace change, and roll with the punches.
- You’re crazy reliable.
- Strong knowledge of food safety.
- Effective communication and people skills and can work with anyone at any time.
- Enthusiasm, passion, and a knack for spreading that energy throughout the building.
- AND you must be awesome!
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!
Wage (based on experience): $16/hour plus tips, benefit options, and Leo’s Livin’ perks.
Thanks for considering Leopold’s Tavern—we can’t wait to meet you.
– The Leo’s Recruiting Team
Pay: From $16.00 per hour
Benefits:
- Casual dress
- Company events
- Dental care
- Discounted or free food
- Extended health care
- Flexible schedule
- On-site parking
- Store discount
- Wellness program
Experience:
- Bartending: 2 years (required)
- Serving: 2 years (required)
- Supervising: 1 year (required)
Licence/Certification:
Work Location: In person
