Grow With Us

We’re looking for a Head of Content Marketing to architect and scale Workstream’s content ecosystem, with a strong focus on video content. This isn’t just about creating content — it’s about owning the vision, strategy, and systems that make Workstream the go-to brand for restaurant owners and operators. You’ll combine storytelling with structured, repeatable processes that drive growth. From scaling video across YouTube and Instagram, to embedding AI and automation into our content pipeline, you’ll lead the charge in transforming how we reach, engage, and inspire our audience.

This role, reporting to the Head of Marketing and working closely with our Founder and CEO, is both strategic and hands-on. You’ll shape narratives, build an AI-powered content engine, and lead a team to turn customer stories into scalable assets that fuel brand awareness and demand.

Day in the Life

• Set the vision: Define the long-term content strategy, ensuring alignment with business goals and brand storytelling.
• Engineer the system: Architect scalable workflows for video, blog, social, and thought leadership content powered by AI, automation, and data.
• Lead and mentor: Build and manage a team of creators, editors, and freelancers while fostering a “content engineer” culture.
• Executive storytelling: Partner with our CEO and leadership team to create thought leadership content, ghostwrite narratives, and amplify their voices.
• Channel ownership: Drive multi-channel distribution across YouTube, Instagram, LinkedIn, TikTok, and emerging platforms, ensuring a cohesive brand presence.
• Measure and optimize: Establish KPIs, analyze performance, and continuously refine strategies to maximize impact.
• Innovate: Champion new formats, tools, and workflows to stay ahead of content trends and amplify reach.

Who You Are

• 3-7 years in content marketing, social media, or brand storytelling, with proven experience setting strategy and scaling content operations.
• A system-builder mindset - you’ve built and scaled content engines, not just campaigns.
• Track record of growing audiences on video-first platforms (YouTube, Instagram, TikTok, etc.).
• Strong leadership experience - able to hire, mentor, and manage teams or agencies.
• Experience working directly with executives to craft thought leadership and brand narratives.
• Data-driven and fluent in AI and automation tools.
• Passion for restaurants, hospitality, or small business entrepreneurship (bonus if you’ve worked in or around restaurants).
• Must have video editing skills
• Strong work ethic and willingness to be based in our Bay Area offices 5 days per week.
• Please include content samples and/or a link to social media accounts you have managed.

Why Join Us

• Work directly with our CEO to create engaging, industry-shaping content.
• Capture real customer stories and case studies that showcase how restaurants thrive with us.
• Be at the forefront of building a restaurant-first brand on social media.
• Help shape the voice and community for thousands of restaurant owners.
• Join a team that values creativity, speed, and bold ideas.
• Nationwide and international applicants welcome - if you’re looking to break into Silicon Valley, this is an incredible opportunity to relocate, grow, and accelerate your career.

What We Offer

• A mission-driven and value-based company dedicated to empower deskless workers and local businesses
• An early employee opportunity at a Series B hyper-growth startup; work with the founding team and industry veterans to accelerate your career
• Competitive salary and equity
• Comprehensive health coverage: medical, dental, and vision. We pay 95% of your premiums for our employees and 85% for dependents
• In office amenities and stocked kitchen
• 401K Plan
• Pre-tax commuter benefits
• Learning/development stipend
• Unlimited PTO

Salary Range

In compliance with the California Pay Transparency Law, the base salary range for this role is between $155,000 - $190,000 in San Francisco. This range is not inclusive of our discretionary bonus or equity package. When determining a candidate’s compensation, we consider a number of factors including skillset, experience, job scope, and current market data. This range is not inclusive of our discretionary bonus or equity package. When determining a candidate’s compensation, we consider a number of factors including skillset, experience, job scope, and current market data.