Head Of Public Relations - Thinkingbox (Toronto)

The Opportunity

This is an exciting chance to build and lead a modern PR function for an award-winning independent agency group. Reporting directly to the Founder and CEO and working closely with executive leadership across Thinkingbox, AntiSocial, and The Heist, you will be responsible for shaping our reputation, increasing visibility, securing meaningful media coverage, driving thought leadership, supporting business development efforts, and helping position our agencies as industry leaders.

What You'll Be Doing

Agency Brand & Reputation

• Develop and execute a comprehensive PR strategy across Thinkingbox, AntiSocial, and The Heist.
• Build awareness and strengthen positioning across key markets in North America and internationally.
• Shape messaging and narratives that differentiate our agencies from competitors.
• Protect and enhance the reputation of the business through proactive communications.

Media Relations

• Build and maintain relationships with journalists, editors, producers, industry publications, and key media outlets.
• Secure high quality earned media coverage across advertising, marketing, business, technology, and culture publications.
• Develop press materials including releases, media pitches, executive talking points, and briefing documents.
• Act as a trusted advisor and spokesperson coach for senior leaders.

Thought Leadership

• Develop executive visibility strategies for agency leaders.
• Identify speaking opportunities, interviews, panels, podcasts, and industry events.
• Partner with leadership to create articles, commentary, trend reports, and industry perspectives.
• Elevate the profile of agency talent and creative work.

Awards & Industry Recognition

• Lead agency awards strategy across major industry programs.
• Partner with creative and leadership teams to identify and submit award worthy work.
• Track and report on recognition, rankings, and industry achievements.

New Business & Marketing Support

• Collaborate with marketing and business development teams to support growth initiatives.
• Leverage PR opportunities that contribute to awareness, credibility, and inbound opportunities.
• Support major announcements including acquisitions, partnerships, leadership hires, and agency milestones.

Crisis Communications

• Develop communication protocols and response plans.
• Provide strategic guidance during sensitive situations and reputation management challenges.
• Lead internal and external communication efforts when required.

Team Leadership

• Build and lead the PR function as the business grows.
• Manage agency partners, freelancers, and vendors as needed.
• Establish clear goals, reporting, and measurement frameworks.

What You’ll Bring

• 10+ years of experience in public relations, communications, corporate affairs, or agency marketing.
• Experience working within an advertising agency, creative agency, communications agency, media organization, or related industry.
• Proven track record securing earned media coverage in top tier publications.
• Strong network of media, industry, and influencer relationships.
• Exceptional storytelling, writing, and communication skills.
• Experience developing executive thought leadership programs.
• Strong understanding of the advertising, marketing, social media, digital, and technology landscapes.
• Comfortable operating at both strategic and tactical levels.
• Experience managing sensitive communications and reputation related matters.
• Entrepreneurial mindset with a desire to build something meaningful.

Bonus Points

• Experience supporting multiple brands or business units.
• International PR experience.
• Existing relationships across advertising, technology, business, and culture media.
• Experience with awards programs and industry rankings.
• Familiarity with social first communications strategies and creator ecosystems.

Additional Info

• Monday - Thursday in office (Fridays are remote optional)
• Flexible time off, including paid vacation and sick days
• Consistent culture and team-building events
• Employee recognition and incentive programs
• Seasonal celebrations and gatherings throughout the year
• Office lunches
• Branded company swag
• Access to industry events, learning opportunities, and non-profit outreaches
• Dog-friendly offices
• Unlimited coffee, drinks, and snacks
• Flex work and travel options
• Comprehensive extended health benefits

$200,000 - $225,000 a year

Equal Opportunity

At Thinkingbox, we’re committed to creating an inclusive environment where everyone feels valued, heard, and empowered to thrive. We believe that diversity is our creative strength – it's the range of perspectives, experiences, and backgrounds that fuels our best ideas and most innovative solutions. We welcome and encourage applicants of all races, ethnicities, genders, identities, abilities, ages, sexual orientations, and backgrounds to apply. Your voice matters here.