Head of Digital

This is a full-time, in-office position based at INK Entertainment's Head Office in the heart of Yorkville. We believe our best ideas come from collaboration, creativity, and being together, which is why this role works primarily from our Toronto headquarters, partnering closely with teams across our restaurants, nightlife venues, live events, and entertainment brands.

Build the Future of Hospitality, Entertainment & Live Experiences.

At INK Entertainment , we don't just open restaurants or produce events—we create destinations, experiences, and brands that people remember.

From award-winning restaurants and nightlife venues to concerts, festivals, and cultural experiences, INK is redefining hospitality and entertainment across North America. Its restaurant portfolio includes Amal (Toronto, Miami & Fort Lauderdale), Byblos (Toronto & Miami), Daphne, Figo, Level 6 (Miami), Beso by Patria, Sofia Yorkville, Sofia Design District (Miami), Primadonna, Vinny, Honey Chinese, Melani, STORYS Building, Portland Room and its premium QSR concept Little Baba. INK also operates trendsetting nightlife destinations, including REBEL, Cabana, and DPRTMNT. The company represents Taglialatella Galleries in Toronto, New York, and Paris, and produces Canada’s largest electronic music festival, VELD, now entering its 14th consecutive year.

We're looking for a visionary Head of Digital to lead the next evolution of our digital ecosystem and transform how millions of guests discover, engage with, and experience our brands. If you're equally passionate about technology, creativity, customer experience, data, and culture, this is an opportunity to shape one of Canada's most dynamic hospitality and entertainment companies.

As Head of Digital, you'll lead the digital strategy across INK's portfolio of restaurants, nightlife venues, concerts, festivals, hospitality brands, and corporate initiatives.

You'll own the digital roadmap—from websites and CRM to paid media, SEO, marketing technology, AI, analytics, and digital customer experiences. You'll partner with leaders across Marketing, Operations, Creative, Brand Partnerships, PR, Events, and Technology to drive measurable business growth while building exceptional digital experiences.

You'll also lead and mentor our digital team, including Social Media, ensuring every digital touchpoint reflects the creativity and innovation that defines INK.

What You'll Own:

• Define and execute INK's enterprise digital strategy across hospitality, entertainment, music, and live events.
• Identify emerging technologies and consumer trends that create competitive advantage.
• Lead digital transformation initiatives that improve customer experience and business performance.
• Build the roadmap for future digital growth.

Customer Growth

• Grow reservations, ticket sales, memberships, loyalty, gift card sales, and online revenue.
• Develop CRM, email, SMS, and lifecycle marketing strategies that increase customer acquisition, retention, and lifetime value.
• Optimize every step of the digital customer journey.

Digital Marketing

• Lead paid media strategy across Google, Meta, TikTok, YouTube, Snapchat, Reddit, Spotify, and emerging platforms.
• Oversee SEO, digital advertising, audience acquisition, conversion optimization, and performance marketing.
• Manage agency relationships and media investments to maximize ROI.

Digital Experiences

• Oversee the strategy and evolution of INK's websites, ticketing experiences, reservation platforms, and digital products.
• Ensure every digital experience is intuitive, accessible, mobile-first, and conversion-focused.
• Champion innovation using AI, automation, personalization, and emerging technology.

Music, Live Events & Brand Partnerships

• Develop digital marketing strategies that drive awareness and ticket sales for concerts, festivals, nightlife programming, and live experiences.
• Partner with artists, promoters, venues, agencies, and brand partners to amplify campaigns across digital channels.
• Support sponsorship activations with measurable digital strategies that create value for partners and unforgettable experiences for guests.
• Turn data into action through reporting, attribution, experimentation, and optimization.
• Build executive dashboards and performance insights that influence business decisions.
• Continuously test, learn, and improve.

Who You Are:

You're a strategic digital leader who thrives in fast-paced, creative environments. You know how to balance brand storytelling with performance marketing, and you're as comfortable discussing customer acquisition costs as you are envisioning the next big digital experience.

You bring curiosity, commercial thinking, and a passion for innovation—and you're excited to help shape what's next.

What You'll Bring:

• 8+ years of progressive digital marketing experience, including leadership experience.
• Experience in hospitality, entertainment, live events, music, lifestyle, retail, or consumer brands.
• Expertise across paid media, SEO, CRM, marketing automation, analytics, websites, and digital strategy.
• Experience leading multi-brand digital ecosystems.
• Strong understanding of audience growth, customer acquisition, digital commerce, and lifecycle marketing.
• Experience managing agencies, budgets, and cross-functional teams.
• Knowledge of ticketing platforms, event marketing, sponsorship activations, or entertainment marketing is a strong asset.
• Familiarity with Google Analytics 4, Google Ads, Meta Ads Manager, TikTok Ads, CRM platforms (including Tradable Bits), CMS platforms, AI marketing tools, and marketing technology ecosystems.

Why INK?

This isn't a traditional hospitality marketing role.

You'll help shape some of Canada's most recognized restaurants, nightlife venues, music experiences, festivals, and entertainment brands while working alongside some of the industry's most creative minds.

You’ll have the freedom to build, innovate, challenge convention, and make a measurable impact on a growing portfolio of iconic brands.

If you're ready to redefine what digital looks like in hospitality and entertainment, we'd love to meet you.

The salary range for this role is $100,000 to $120,000 CAD per year, plus benefits.

The final offer will be based on a variety of factors, including relevant experience, skills, education, and market considerations.

Diversity, Equity & Inclusion

At INK Entertainment , we believe that great experiences are created by diverse teams and unique perspectives. We are committed to fostering an inclusive workplace where every employee feels welcomed, respected, empowered, and supported to do their best work.

We celebrate diversity in all its forms and encourage applications from individuals of all backgrounds, identities, experiences, and abilities.

We are proud to be an equal opportunity employer and are committed to providing an accessible and inclusive recruitment process in accordance with the Ontario Human Rights Code and the Accessibility for Ontarians with Disabilities Act (AODA). If you require accommodation at any stage of the hiring process, please let us know and we will work with you to meet your needs.