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Head of Marketing / VP of Marketing

Screencastify · Chicago, IL, USA ·

Job type:
Full Time

Head Of Marketing / VP Of MarketingCastify (Creators of Screencastify) is a leading video technology company helping teachers scale their impact and improve student outcomes across K-12, post-secondary education, and corporate markets. With 15M+ users and growing, we are seeking a Head of Marketing / VP of Marketing to lead our next stage of growth. We are also actively expanding into new and exciting markets outside of K-12 including bringing our tested solution into companies and organizations.We are evolving from a widely-used screen recorder into an AI-first learning and collaboration platform, and we need a marketing leader who can own the full picture. This role spans B2B and B2C, demand generation and product marketing, and AI-enabled marketing operations. You will report directly to the President, GTM, lead one individual contributor, and be deeply hands-on yourself. The right person sees a lean team plus smart AI tooling as an advantage, not a constraint.Go-To-Market & Demand GenerationOwn the full marketing lifecycle across B2B and B2C; strategy through execution.Drive pipeline and revenue growth in close partnership with Sales.Leverage the B2C user base to fuel B2B acquisition (PLG motion).Build a consistent outbound motion and convert marketing activity to closed revenue.B2C Business OwnershipOwn B2C marketing end-to-end: acquisition, activation, retention, and upsell.Run lifecycle marketing programs (email, in-product, push) to convert free users and reactivate dormant ones.Build community and content strategies to grow organic reach.Track B2C KPIs: MAU, conversion rate, churn, and B2C ARR.AI-Enabled Marketing Workflows & AgentsDesign and deploy AI agents across marketing functions: content, lead scoring, personalization, SEO, and reporting.Build automated, intelligence-driven programs that scale output without scaling headcount.Stay at the forefront of AI marketing tools and codify workflows on which the team can iterate.Model what AI-first marketing operations look like for the rest of the organization.Product MarketingOwn positioning, messaging, and segmentation across all customer segments.Create sales enablement materials, customer-facing content, and internal training resources.Conduct user research to inform go-to-market strategy and surface actionable market insights.Represent Castify at conferences, events, and customer meetings.Leadership, Planning & ReportingLead and coach one marketing IC while remaining deeply hands-on yourself.Use AI tooling to multiply team capacity, enabling two people to operate like many.Establish KPIs across B2B and B2C and provide regular performance reporting.Work with the executive team on strategic planning and market expansion into new segments.