Head of Content

Gambit Co; Kitchener; Hybrid; CAD 65,000 - 90,000; Full time

Job summary

A forward-thinking AI company in Kitchener is seeking a Head of Content to lead creative initiatives, including podcast production and social media storytelling. The ideal candidate is a skilled creator familiar with AI tools and video editing software. This full-time, hybrid role emphasizes rapid creative evolution and making meaningful connections with audiences while working in a flexible environment.

Benefits

Flexible work schedule

Trust-based culture with direct feedback

Opportunity to shape the future of AI

Qualifications

• Proven experience in creating engaging content across various platforms.
• Ability to edit videos and manage social media effectively.
• Familiarity with AI editing tools preferred.

Responsibilities

• Lead the production of podcasts, blogs, and social media content.
• Document processes and strategies for transparency.
• Focus on creative output that resonates with audiences.

Skills

Content creation

Video editing

Social media management

AI tools usage

Tools

Final Cut

Premiere

WordPress

Figma

Job description

We're Hiring: Head of Content!

Kitchener, ON (Hybrid – 3 days in office)

Full-time | $65,000–$90,000

Who We Are

Gambit builds AI-powered personalities that people actually want to talk to—designed to adapt, remember, and deliver better outcomes.

Whether it’s addiction recovery, legal navigation, product discovery, or caregiver support, we design lifelike AI companions that spark real interaction—and turn that interaction into action.

We don’t build bots.

We don’t build “assistants.”

We build AI-powered personalities that connect, adapt, and deliver.

What You’ll Own

You’re not here to fill a role. You’re here to set the pace for how Gambit shows up in the world.

• Shoot, edit, and deploy our podcast (Working Title: Out of Scope)
• Own our social, blog, press, and public story—end to end
• Document the “how” and “why” as it happens, not sanitized afterward
• Support client projects where needed, but your main focus: making us real, visible, and impossible to ignore
• Be the voice, not just a megaphone. No brand templates. Make it yours.

Who You Are

• You’re a creator at heart. You know how to take an idea from rough sketch to polished piece and you’re comfortable switching between strategy and execution.
• You get things shipped. You see through the noise and create stuff people actually care about. You’d rather move fast and fix than wait for permission.

Skills

• AI is part of your workflow – Tools like ChatGPT aren’t just novelties; you use them to think, write, and move faster
• You know your way around a timeline – Final Cut, Opus, Premiere, CapCut, whatever helps you edit clean, engaging video
• You’ve shipped content – Social, video, blog, podcast, microsite etc.

Bonus Points

• Experience with CMS platforms like WordPress
• Graphic design skills (Figma, Canva, Adobe, etc.)
• Comfort with newsletter tools like Substack or Mailchimp
• Experience with AI editing tools

We don’t care about job titles, awards, or where you went to school.

We care if you can create and if you can make people care.

So show us what you’ve made. And show us what’s next.

What to Submit (read carefully)

In addition to applying on LinkedIn (EasyApply), please email the following to [e-mail] to be considered:

A one-pager answering:

Which brands or creators are already doing the future of content marketing—and why does it work?

Any relevant portfolio work (links or attachments)

Please use the subject line: Use the subject line: Head of Content – [Your Name]

Perks & Culture

3 days/week together at 137 Glasgow St., Kitchener (otherwise flexible)

Small, fast, irreverent—lots of trust, direct feedback, low management

You’ll have a front-row seat as we actually build the future of AI

Nothing is precious but the work. Mistakes > inertia. Outcomes > hours.