The Leo's team is looking for an AWESOME Assistant General Manager to join the Leo's Osborne Village Front of House Team. 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 a free meal every shift and 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!
Ready to step into leadership, support a full operation, and grow into a General Manager role?
This isn’t just a management job - it’s your opportunity to build real leadership experience, support a high-performing team, and play a key role in running the business.
At Leo’s, you’re not just assisting - you’re leading shifts, supporting operations, developing your team, and learning what it takes to run a successful location.
What you’ll gain working at Leo’s:
- Hands-on leadership experience supporting a full-service operation
- Exposure to sales, labour, inventory, and day-to-day business decisions
- Confidence leading teams and managing high-pressure shifts
- Experience coaching and developing FOH team members
- A clear path to stepping into a General Manager role
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 – 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
What You’ll Be Doing
Specific Responsibilities, including but not limited to:
- Facilitate a culture and work environment that promotes and encourages the well-being of our team and community.
- Temporarily assuming the general manager’s duties during their vacation.
- Responsible for assisting your general manager with recruiting and training of all FOH employees.
- Help build a network within your local community and create a positive impact.
- Help manage staff hours, scheduling, discounts and promotions to maximize profitability.
- Execute flawless operation by using strong communication between all team members, both FOH and BOH.
- Assist in distributing tip-outs and verifying and collecting cash-out discrepancies and deposits.
- Monitor wastage.
- Monitor and respond to reviews and customer emails.
- Manage the floor when on shift.
- Help with staff daily communication (Monday Yoobic posts, menu rollouts, LTO's, 86'd items, untapped and Yoobic group chats).
- Daily credit card reconciliation.
- You'll work some supervising, serving and bartending shifts.
- Checking to ensure reservations are up to date.
- Assist in ordering and inventory- Liquor and beer orders, Pepsi, Red Bull, etc.
- Assist in keeping the building maintenance and upkeep.
- Monitor and maintain 7Shifts shift swaps and trades as well assisting with scheduling.
- Ensure daily product communication is clear (Such as 86'd items and Untapped).
- Send out GC's and online ordering codes.
- Initial interviews, verbal disciplinary notices, and provide follow-ups.
- Daily/Nightly reports to the general manager.
What We’re Looking For
Specific Job Requirements:
- Minimum of 1 year of FOH experience.
- Open availability (including weekends)
- Experience with cash (deposit, tip out)
- Able to take feedback positively and to grow as a leader.
- You must practice and execute equal, inclusive and diverse leadership.
- You're good with people.
- Excellent at problem-solving and can think independently.
- You're able to write routine reports and correspondence.
- You have good knowledge of Lightspeed and Microsoft Office and are proficient with email.
- You've got effective communication skills, and you get how important communication is.
- A natural appetite to help others succeed and grow
- Have the ability to share knowledge and skills with your team
- Exhibit positive floor leadership
- Fill in for your team and step up if they cannot make it work or cannot find proper coverage.
- Organizational and Time Management skills
- Ability to delegate to staff and supervisors
- You have a valid driver's license
- You enjoy being happy and having fun!
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): $18-$20/hour plus tip out, benefits, and Leo’s Livin’ perks.
Thanks for considering Leopold’s Tavern—we can’t wait to meet you.
– The Leo’s Recruiting Team
Job Types: Full-time, Permanent
Pay: $18.00-$20.00 per hour
Benefits:
- Dental care
- Discounted or free food
- Extended health care
- Life insurance
- Store discount
- Vision care
Experience:
- Bartending: 3 years (required)
- Serving: 3 years (required)
- Restaurant Management/Supervising: 1 year (required)
- Inventory management: 1 year (required)
Licence/Certification:
Work Location: In person
