Head of Brand & Product Marketing

Responsibilities

• Positioning & Narrative: Own Workstream's positioning and messaging end to end, including the biggest open strategic question we have: leading with our restaurant dominance vs. the broader frontline-workforce story. You'll test it, not debate it.
• Product Launches: Run GTM launches for a portfolio that now ships AI products (like our AI assistant for frontline teams) alongside hiring, HR, and payroll. Messaging, pricing & packaging input, launch plans, and the enablement that makes Sales dangerous in the first week.
• Brand & Content: Lead our content and design team across the website, case studies, video, webinars, and social. Raise the bar on everything customer-facing, and use AI to produce at a pace a team twice our size couldn't match a year ago.
• Working with Sales: Arm AEs and partnerships with narratives, competitive teardowns, ROI stories, and customer proof. Sit in on deals. Talk to lost prospects. Change the message when the market tells you to.
• Team Leadership: Manage and grow a small, high-output team of product marketers, content marketers, and designers, and be the strongest IC on it when it matters.

Requirements

• 5+ years in B2B marketing with real product marketing depth
• Management experience
• Founder energy: you've started something (a company, a category, a function from zero) and you default to action; former founders welcome
• A writer and an operator: you produce sharp positioning yourself, and you build systems so the team produces it without you
• AI-native: you already use AI agents across your daily work and you'll push the team to do the same
• Commercially ruthless: you measure marketing in pipeline and revenue, not impressions
• Hungry: you outwork the market and you want the scope of a VP role earlier than a big company would ever give it to you
• Experience with SMB buyers, hourly/frontline workforces, HR tech, or payroll is a strong plus

Preferred

• Experience with SMB buyers, hourly/frontline workforces, HR tech, or payroll is a strong plus.

Benefits

• Comprehensive health coverage: medical, dental, and vision. We pay 95% of your premiums for employees and 85% for dependents
• In-office amenities and stocked kitchen
• 401K plan
• Flexible PTO