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Head of Brand & Product Marketing (AI-Native Frontline Workforce Platform)

Workstream • United States
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This Job is No Longer Active This position is no longer accepting applications
AI Summary

Lead Workstream’s brand positioning, product marketing, and content strategy as the company transitions from a vertical SaaS leader to an AI-native platform for the global frontline workforce. Own GTM launches, team leadership, and commercial outcomes while driving growth in a fast-paced, mission-driven startup environment. Requires 5+ years in B2B product marketing, founder energy, and a results-driven mindset with AI-native workflows.

Key Highlights
Own end-to-end brand positioning and messaging for Workstream’s expansion into AI-native frontline workforce platform
Lead product marketing, content, and design for AI-driven launches (e.g., AI assistant for frontline teams) alongside core HR/payroll products
Report directly to revenue leadership with direct impact on pipeline and revenue within weeks, not quarters

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Key Responsibilities
Define and execute Workstream’s positioning and messaging, balancing restaurant dominance vs. broader frontline workforce narrative
Lead GTM launches for AI products (e.g., AI assistant) and core HR/payroll solutions, including messaging, pricing, packaging, and launch enablement
Oversee content and design teams for website, case studies, video, webinars, and social media, leveraging AI for rapid production
Collaborate closely with Sales to arm AEs with narratives, competitive insights, ROI stories, and customer proof for deal execution
Manage and grow a high-output team of product marketers, content marketers, and designers, ensuring individual contributions align with strategic goals
Measure marketing success by pipeline and revenue impact, not just impressions or engagement metrics
Technical Skills Required
B2B Product Marketing Brand Strategy & Messaging Content & Design Leadership

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Benefits & Perks
Mission-driven company empowering deskless workers
Competitive salary range ($140,000–$200,000 annually) + meaningful equity
Comprehensive health coverage (95% premium for employees, 85% for dependents)
401K plan, in-office amenities, and stocked kitchen
Flexible PTO

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Nice to Have
Experience with SMB buyers or hourly/frontline workforce industries
Background in HR tech or payroll solutions
Former founder or category creator

Job Description

Workstream is a mission-driven company building the all-in-one HR, payroll, and hiring platform for managing the hourly workforce. There are 2.7 billion hourly workers, making up 80% of the global workforce, but this market has been heavily underserved by technology and deserves better. Workstream has been purpose-built for the hourly workforce from day one so that these businesses and their employees can thrive.
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Job Overview
Posted Sep 12, 2026
Employment Full-time
Experience Not Applicable
Location United States
Category Marketing
Company Workstream
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