Head of Product Marketing & Brand, UpKeep

• If you’re driven by impact, energized by AI, and hungry to transform a legacy industry—we’re hiring!
• 7–12+ years of experience in product marketing, GTM strategy, or category creation in high-growth B2B SaaS
• Proven experience owning positioning, pricing, and packaging
• Experience working with AI/ML products or deeply technical products a strong plus
• Ability to lead cross-functional launches and partner closely with Product, Sales, and Demand Gen
• Strong writing chops—you know how to distill complex ideas into crisp, clear, differentiated stories
• Analytical and data-driven—comfortable working in dashboards, A/B tests, and funnel metrics
• Player-coach mentality—you can lead a team, but also build the deck yourself

Desirable

• We are hiring a Head of Product Marketing & Brand to define our category, differentiate our platform, and shape how the world sees and experiences UpKeep
• This role reports directly to the CEO and is a highly strategic position that combines positioning, pricing, packaging, GTM, and brand leadership into one high-impact function
• This role is required to come into the LA HQ on an as needed basis
• Positioning & Messaging
• Define and evolve UpKeep’s core narrative and category story
• Own differentiated messaging across all product lines (CMMS, Edge, DataHub, Sensors, AI tools)
• Translate technical capabilities into clear, value-driven stories for buyers
• AI Category Leadership
• Lead all storytelling around our AI roadmap and differentiation
• Partner with Product and Engineering to communicate how our AI delivers real customer value—not just hype
• Industry & Segment Strategy
• Build positioning tailored to industry verticals (manufacturing, facilities, etc.)
• Identify and articulate customer pain points that align with our roadmap
• Pricing & Packaging
• Partner with Product and RevOps to own monetization strategy, bundling, and pricing
• Test, validate, and iterate pricing structures that drive ARR
• Go-to-Market Strategy
• Own product launches and enablement across Marketing, Sales, and CS
• Build sales collateral, messaging playbooks, customer stories, battlecards
• Team Leadership
• Collaborate closely with VP of Demand Gen to ensure alignment across acquisition, ABM, events, and growth
• Build and lead a high-performing team of marketers across core disciplines including: Product Marketing, Brand, Social, Creative/Design
• DESIRED BEHAVIORS:
• Thinks strategically – Develops market-shifting narratives and future-ready GTM strategies
• Leads change – Acts as a category leader and change agent, rallying the org around a bold vision
• Gets results – Executes with urgency and clarity, aligns tightly to business impact
• Communicates crisply – Inspires confidence through clear, differentiated storytelling
• Builds talent – Develops high-performance teams and empowers them to innovate
• Partners cross-functionally – Collaborates deeply with Product, Sales, and Marketing peers
• Acts with integrity – Builds trust through transparency, accountability, and care
• Role models company values – Embodies UpKeep’s mission to empower the frontline
• WHAT SUCCESS LOOKS LIKE:
• UpKeep is clearly recognized as the category leader in AI-powered CMMS
• Our messaging is crisp, clear, and consistently wins in-market
• Pricing and packaging are tightly aligned to value and drive expansion
• Product launches move revenue, not just awareness
• Sales and CS are armed with messaging and content that closes and expands deals
• Our brand earns attention—trusted by customers, respected by analysts, watched by competitors
• WHY YOU’LL LOVE THIS ROLE:
• You’ll report directly to a visionary CEO who deeply values marketing, storytelling, and brand
• You’ll own a strategic piece of the company’s growth and category creation
• You’ll work alongside a high-impact, low-ego VP of Demand Gen
• You’ll shape the market narrative and elevate an entire industry
• You’ll work on the bleeding edge of AI and industrial tech