At Pencil, we are driving innovation in advertising technology through our state-of-the-art SaaS product, which harnesses Generative AI to redefine content creation. Our mission is to make AI the default in advertising without replacing creative people. To achieve this, we need to make sure that our technology isn’t just in the hands of big brands - we need to try to help small businesses and creative individuals too.

We’re looking for an elite Head of Product who will collaborate directly with our CEO, CTO, and COO to shape a compelling short, medium, and long-term product vision and roadmap. You'll lead multiple product pods—each with a Product Manager, Designer, and Engineers—to deliver innovative, customer-focused solutions that align with our company values and industry-leading AI and SaaS best practices.

Qualifications and Experience

• 7+ years experience in senior product leadership roles within high-growth SaaS, enterprise B2B, or AI-focused companies.
• Proven success setting and delivering strategic product roadmaps aligned with business goals and customer needs.
• Deep understanding and experience implementing SaaS and AI product development best practices.
• Exceptional leadership and communication skills, with a demonstrated ability to build and manage high-performing teams.
• Strong operational and organizational expertise, adept at driving complex, cross-functional product initiatives to successful completion.
• A visionary mindset combined with a pragmatic approach, capable of balancing innovation with execution excellence.

Key Responsibilities

• Collaborate with the CEO, CTO, and COO to define and articulate Pencil's short, medium, and long-term product vision and strategic roadmap.
• Own and manage all external product communications, coordinating with cross-functional teams to deliver feature launches that reach our prospects and customers and drive obvious commercial impact
• Manage internal relationships with our sales, marketing, creative, training and support leaders to ensure that all teams have what they need to grow a business around our product
• Find ways of ensuring our product strategy remains consistent, thoughtful and appropriate across both our SMB and enterprise products
• Drive the implementation of industry-leading AI/SaaS best practices throughout our product development lifecycle.
• Continuously hire, mentor, and develop a world-class product management team, fostering a culture of excellence and innovation.
• Oversee daily operations across multiple product pods, ensuring consistent, high-quality feature delivery that aligns with company values and best-in-class AI and SaaS practices.
• Your primary KPI will be:
• Metrics linked to product-market-fit such as net revenue retention

Benefits

• Fully remote work including WeWork "All Access" membership
• Opportunity to work at the cutting edge of GenAI for the Fortune 500
• Sponsored professional and personal learning
• Top-end Apple hardware
• Flexible vacation/time-off policy
• Competitive health insurance and welfare cover