Careers
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Not Your
Average Gig

At The Drake, we’re more than a place to sleep, eat + drink; we believe culture and community matter and are committed to an exceptional hospitality experience delivered in our signature style; one that is genuine, personal, memorable and embraces the energy of discovery. Thanks for stopping in to learn more about working with The Drake! With a longstanding commitment to culture, community and hospitality, our success is made possible by our exceptional team. Join us and experience the many opportunities for growth in our spirited work environment, where business, community, culture and ingenuity all intersect.

  • Who We Are

    The Drake brand is like a friend who’s passionate about music, art, Toronto and Prince Edward County, bold-flavored food, cocktails and mocktails, and great coffee. Connected, stylish, thoughtful, genuine, and respectful, we’re here to share good recommendations and unforgettable experiences. Working with The Drake means that you will have the opportunity to work alongside like-minded individuals in an inclusive, entrepreneurial, and team-oriented environment. As someone who is curious, collaborative and a continuous learner, you’ll have limitless opportunities to make an impact and to be recognized for it.

  • Drake Life

    If you've visited any of our properties as a guest, you know we're more than just a place to eat, sleep, and dance. From live music and award-winning cocktails to ongoing art exhibits and innovative, globally-inspired dishes, there’s always something happening here. We believe in keeping our staff in the loop on all the latest events and encourage them to explore everything we have to offer.

Canada’s Top Small + Medium Employers 2025

Work With
The Drake

A team of curious culture seekers, Drake employees have the opportunity to make genuine connections with one another and with our guests, and have front-of-the-line access to programs and events that will fuel your passion for the art, culture, music, food + beverage. Build relationships with a community of doers + dreamers who are making their mark on our neighborhoods and beyond. We provide an amazing platform for hospitality professionals to build a dynamic and rewarding career with us. Take a look through our page to find out what our employees are up to and how we bring our Drake values to life each day through our work and beyond.

Perks & Benefits

  • Competitive wages

  • Comprehensive Medical + Dental Benefits Plan

  • Personal Health Spending Account

  • RRSP matching (for salaried employees)

  • Monthly Drake gift card (for salaried employees)

  • Free daily staff lunches

  • Flexible Schedules/Variable Shifts

  • Discounts on food, beverage + hotel stays

  • Partner perks + neighbourhood discount program

  • Front-of-line access to Drake events

  • Sales incentives + employee recognition

  • Career learning + development opportunities

  • Annual staff appreciation events

  • Drake Anniversary Rewards Program

  • A creative, cultural, and community-driven workplace

  • A diverse and inclusive environment where everyone is welcomed and valued

Frequently Asked Questions

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What can a new employee expect on their first day and first week?

A new employee is greeted by their manager, shown around, and begins their hands-on training. Job shadowing, meeting many friendly new faces, and learning job basics are also to be expected.   
Why do I want to work with The Drake?

Truly a unique experience creating genuine impact, surrounded by a passion for curating magical guest moments and being encouraged to make decisions. Drive your own future as we love to promote from within and hire friendly, ambitious self-starters into our lively workplace environment. Have fun while knowing that your growth potential is immense.   
What are specific perks of working with The Drake?

Competitive wages, flexible schedules for hourly staff, great location, benefits + a health spending account, free daily staff lunches, annual employee appreciation events, neighbourhood discount perks, educational opportunities, volunteer initiatives, a focus on arts and culture. For salaried employees RRSP matching + a monthly Drake gift card also.  
Where is The Drake located?

We have two properties. Within the boisterous arts scene of trendy West Queen West in downtown Toronto at 1150 Queen Street W. and in stunning Prince Edward County on the breathtaking waterfront within charming Wellington at 24 Wharf St.  
What type of job opportunities are available?

During the winter months we continually hire for various opportunities at both properties. During our spring and summer seasons, our patios open on the street and rooftop in Toronto and on our expansive waterfront in PEC, while eager tourists are also excited to experience The Drake. Our hiring spree during this time includes part time, full time, permanent, seasonal, daytime, evening, nighttime, operational, corporate, FOH, kitchen, etc.