Head of Marketing at Checkmate, Remote in United States - 19 Mar

Checkmate place United States
Posted 19 March 2026
home_workFull-time schoolHead

Lead the creation and implementation of cohesive B2C and B2B marketing initiatives to boost brand relevance and accelerate sales for an innovative AI platform serving DTC brands.

Key Responsibilities

  • Formulate an integrated marketing approach spanning B2C and B2B to streamline product messaging.
  • Track emerging cultural trends to establish Checkmate as a trendy option in savings and marketing technology.
  • Produce cold leads independently to expand the sales pipeline and reduce reliance on agencies.
  • Craft engaging content from industry events, collaborations, and B2B gatherings for platforms like LinkedIn and podcasts.
  • Foster B2B networks via targeted events, networking dinners, and expert positioning.
  • Develop sales support resources including presentations, videos, and guides to convey product benefits.
  • Revamp the company website to support the overarching B2B/B2C marketing framework.
  • Aid sales, partnerships, and customer support teams with effective lead generation.
  • Manage social media efforts emphasizing shareable experiences to increase monthly active users.
  • Design TikTok content centered on practical savings tips and engaging narratives.
  • Transform user-generated content, influencer collaborations, and key advocates into effective advertising and organic promotion.
  • Organize community engagements such as events and promotions to generate shareable content.
  • Cultivate ties with popular brands and influencers.
  • Clarify product explanations to bridge consumer savings and B2B platform narratives.
  • Produce consistent product marketing assets for diverse audiences across various channels.
  • Maintain a unified product story for clear comprehension by brands and users.
  • Coordinate influencer-led events for cold lead acquisition and ecosystem integration.
  • Plan exclusive gatherings to convert prospects and enhance client retention.
  • Amplify physical events into digital viral content.
  • Expand isolated activities into a robust community network for ecommerce professionals.

Qualifications

  • 5-8 years in growth or product marketing within SaaS or software startups.
  • Prior role as second-in-command, such as Marketing Director or Head of Growth, reporting to senior executives with demonstrated implementation skills.
  • Background in ecommerce technology or hybrid B2B/B2C environments is advantageous.
  • Proven success in enhancing brand identity alongside quantifiable results.
  • Strategic yet practical approach: actively involved in execution rather than solely delegating.
  • Keen awareness of cultural shifts and factors that render brands appealing.
  • Orientation toward content creation that amplifies experiences into broader reach.
  • Analytical mindset for establishing metrics and refining strategies.
  • Proficiency in product marketing to simplify intricate concepts.
  • Strong interpersonal skills for fostering authentic connections prior to business discussions.
  • Versatile growth marketing perspective with experience across multiple functions and prioritization acumen.

Benefits And Growth

  • Competitive compensation package including equity.
  • Comprehensive health, dental, and vision coverage.
  • 401(k) retirement plan.
  • Four weeks of paid time off plus wellness days.
  • Reimbursement for gym memberships.
  • Remote work flexibility with preferred locations in major cities and hubs in NYC and LA.
  • Frequent team offsites and retreats.