New Head of Brand & Product Marketing

We are looking for a Head of Brand & Product Marketing to join our team. This is building, not maintaining You will own how Workstream is positioned, launched, and remembered, at the moment we expand from a vertical SaaS leader into an AI-native platform for the entire frontline workforce You’ll run product marketing, brand, content, and design as one team, report directly to our revenue leadership, and see your work show up in the pipeline within weeks, not quarters We are looking for leaders that thrive in a fast-paced environment. Ex-founders thrive here 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 Benefits Health and wellness: We care about the physical and mental health of each of our team members. We offer every employee comprehensive medical, dental and vision plans, and access to a generous number of fully-paid counseling sessions with licensed therapists every year. Competitive compensation (and equity): As a company, we have ambitious goals with a high-potential financial upside—and we share that with every employee through competitive market compensation and generous stock. Flexible time off: We believe team members do their best work when their life feels balanced. We promote work-life harmony through flexible PTO and paid parental leave. Professional development: We believe in becoming 1% better each day. That’s why we offer a quarterly learning reimbursement that can be used toward continuing education, books, subscriptions and more. AI-native: you already use AI agents across your daily work and you’ll push the team to do the same 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 Management experience: You have built and led hungry and dynamic marketing teams in the past A writer and an operator: you produce sharp positioning yourself, and you build systems so the team produces it without you Founder energy: you’ve started something (a company, a category, a function from zero) and you default to action; former founders welcome! Commercially ruthless: you measure marketing in pipeline and revenue, not impressions Slope over pedigree: 5+ years in B2B marketing with real product marketing depth, but we care more about what you’ve shipped and how fast you’re improving than the logos on your resume Experience with SMB buyers, hourly/frontline workforces, HR tech, or payroll is a strong plus Based in (or relocating to) San Francisco; in-office at least 4 days per weekOccasional travel for customer visits, conferences, and team events #J-18808-Ljbffr