Director of Entertainment
3 days ago
Position Overview We are a newly launched distillery with ambitious plans for rapid growth, seeking an experienced Director of Entertainment to lead live music and event programming at our on-site music hall. This is a rare opportunity to join at the ground level and play a key role in shaping the identity, programming strategy, and long-term success of a growing entertainment venue. As a senior member of the leadership team, the Director of Entertainment will be responsible for booking and programming top touring, regional, and local talent while building strong relationships across the live entertainment industry. This role oversees artist booking, production coordination, talent relations, budgeting, and show profitability, while supervising Production and Artist Relations teams. This position is ideal for a seasoned live entertainment professional ready to make a significant impact in a high-visibility, growth-oriented environment. Key Responsibilities Programming & Booking Develop and execute a comprehensive entertainment strategy aligned with ownership goals Curate programming across multiple tiers, including national touring acts, regional artists, local talent, themed nights, festivals, and special events Book and route a year-round entertainment calendar featuring 100+ annual shows Analyze ticket sales, demand, and pacing to optimize programming mix and revenue Artist & Industry Relations Build and maintain strong relationships with artists, agents, promoters, managers, and publicists Negotiate artist fees and oversee talent contracts and settlements Manage agency and promoter partnerships Production & Event Execution Oversee event logistics, production planning, and show execution Supervise the Production Manager, Artist Relations Coordinator, and event staff/contractors Ensure rider fulfillment in collaboration with Food & Beverage and Guest Experience teams Lead cross-department planning meetings for major shows and festivals Financial & Business Management Develop show budgets, revenue forecasts, and post-show settlements Monitor profitability and cost controls for all entertainment offerings Support strategic planning for long-term venue growth and brand positioning Safety, Compliance & Operations Ensure all entertainment operations meet safety, licensing, and compliance requirements Coordinate with internal teams and external partners to deliver seamless, high-quality events Required Experience & Qualifications 7+ years of experience in venue programming, booking, touring, or festival management Strong network of industry relationships with agents, promoters, and production partners Experience opening, launching, or repositioning a live music venue Familiarity with Canadian content (CanCon) requirements and Western Canadian touring circuits Knowledge of live performance licensing requirements and experience working with guilds/unions Strong organizational, negotiation, and leadership skills Why This Role Ground-floor leadership opportunity with a fast-growing brand Creative ownership over programming and venue identity High-impact role with strong visibility and influence Collaborative, entrepreneurial environment with long-term growth potential #J-18808-Ljbffr
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Regina, Canada Brandt Group of Companies Full timeWe're a new distillery with ambitious plans for rapid growth, and we’re looking for an Entertainment Director who wants to help bring our vision to life. This is a rare opportunity to join at the ground level—shaping day-to-day operations, building and leading a high-performing team, and driving the success of a brand that’s just getting started. Join...
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Regina, Canada Brandt Group of Companies Full timeWe're a new distillery with ambitious plans for rapid growth, and we’re looking for an Entertainment Director who wants to help bring our vision to life. This is a rare opportunity to join at the ground level—shaping day-to-day operations, building and leading a high-performing team, and driving the success of a brand that’s just getting started. Join...
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Director of Entertainment
17 hours ago
Regina, Canada The Restaurant Zone Full timePosition Overview We are a newly launched distillery with ambitious plans for rapid growth, seeking an experienced Director of Entertainment to lead live music and event programming at our on-site music hall. This is a rare opportunity to join at the ground level and play a key role in shaping the identity, programming strategy, and long-term success of a...
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Head of Live Entertainment
1 week ago
Regina, Canada Brandt Group of Companies Full timeA new distillery in Regina is looking for an Entertainment Director to shape day-to-day operations and lead a high-performing team. This role involves developing programming strategies, managing artist bookings, and overseeing event logistics at a growing music venue. The ideal candidate will have experience in live entertainment management and the ability...
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Head of Live Entertainment
1 week ago
Regina, Canada Brandt Group of Companies Full timeA new distillery in Regina is looking for an Entertainment Director to shape day-to-day operations and lead a high-performing team. This role involves developing programming strategies, managing artist bookings, and overseeing event logistics at a growing music venue. The ideal candidate will have experience in live entertainment management and the ability...
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Head of Live Entertainment
3 days ago
Regina, Canada The Restaurant Zone Full timeA growing entertainment venue in Canada seeks an experienced Director of Entertainment to shape the programming strategy and lead live music events. Responsibilities include booking over 100 annual shows, managing relationships with artists and promoters, and ensuring show profitability. This role demands strong negotiation and leadership skills along with a...
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Head of Live Entertainment
17 hours ago
Regina, Canada The Restaurant Zone Full timeA growing entertainment venue in Canada seeks an experienced Director of Entertainment to shape the programming strategy and lead live music events. Responsibilities include booking over 100 annual shows, managing relationships with artists and promoters, and ensuring show profitability. This role demands strong negotiation and leadership skills along with a...
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Regina, Canada Brandt Group of Companies Full timeThe Director of Operations is responsible for overall venue leadership, financial performance, guest experience, safety, and brand execution across all dining and entertainment outlets in a multi‑venue complex including live music venue, fine‑dining restaurant, high‑volume sports bar, speakeasy, and a premium wine and spirits bar. You will lead...
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Regina, Canada Brandt Group of Companies Full timeThe Director of Operations is responsible for overall venue leadership, financial performance, guest experience, safety, and brand execution across all dining and entertainment outlets in a multi‑venue complex including live music venue, fine‑dining restaurant, high‑volume sports bar, speakeasy, and a premium wine and spirits bar. You will lead...
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Director of Multi-Venue Operations
1 week ago
Regina, Canada Brandt Group of Companies Full timeA leading multi-venue entertainment company in Regina is looking for a Director of Operations to oversee the financial performance and guest experience across various outlets, including a live music venue and fine-dining restaurant. The role requires strategic leadership across departments such as Food & Beverage and Marketing, ensuring operational...
