Head of Marketing / VP of Marketing

Role Overview

• Own 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.
• Own 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.
• Design 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.
• Own 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.
• Lead 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.

Requirements

• Have driven measurable growth across both B2B SaaS and B2C consumer products.
• Have thrived in early-stage or growth-stage startups (under 50 people) where you had responsibility to lead the marketing function.
• Are hands-on with AI marketing tools and have deployed agents or automated workflows in a real marketing context.
• Have built demand generation engines that connect marketing activity to pipeline and revenue.
• Bring strong GTM partnership experience working closely with Sales.
• Have deep product marketing chops: positioning, messaging, segmentation, and go-to-market execution.
• Are a player-coach who sets strategy and then executes it yourself.
• Have experience marketing in the Chrome Web Store (a plus).

Benefits

• Competitive Compensation. We take a data-driven approach to our compensation strategy so all employees are paid competitively and fairly.
• 401(k) & Annual Performance Bonus Opportunity. We want to invest in present you and future you, which is why we offer a 401(k) match + Annual Performance Bonus opportunity.
• Flexible Time Off (FTO) Policy. We recognize that time off to rest and recharge is important. The Flexible Time Off Policy (FTO) is designed for our employees to do just that -
• balance work and life while maintaining well-being.
• Parental Leave. Generous paid time off for parents to bond with the newest addition to their family!
• Medical, Dental, & Vision Insurance. We offer comprehensive health benefits, including medical, dental, and vision insurance. Plus, all employees receive a free One Medical membership.
• Divvy Bike Membership. If you’re in Chicago, take advantage of an annual Divvy membership -
• on us.