Head of Marketing at Checkmate, Remote in United States - 22 Apr

Checkmate place United States
Posted 22 April 2026
home_workFull-time schoolHead

Lead marketing efforts for Checkmate, an AI-driven savings app serving millions of users, by driving consumer brand development and expansion while fostering B2B partnerships in a fast-scaling environment.

Key Responsibilities

  • Drive growth in monthly active users as the primary goal.
  • Manage and optimize over 250,000 daily emails and notifications to enhance user engagement and conversions.
  • Establish Checkmate as a desirable savings brand that resonates with users beyond traditional coupon services.
  • Oversee social media strategy on TikTok and Instagram to expand the 1.5 million follower base through targeted content.
  • Forge influencer and creator collaborations that deliver tangible app downloads and installs.
  • Utilize user-generated content, power users, and viral trends to create effective organic and paid campaigns.
  • Anticipate cultural shifts and position the brand at the intersection of smart saving and modern lifestyles.
  • Curate consumer success stories to attract brand interest via content, events, and social validation.
  • Cultivate B2B networks through targeted experiences and events to convert leads into collaborations.
  • Provide sales support with compelling product marketing assets.
  • Revise the website to effectively convey both consumer and brand value propositions.
  • Streamline complex product details into clear narratives for all audiences.
  • Maintain a unified product story across all communication channels.

Qualifications

  • 5-8+ years in growth or brand marketing within consumer tech or B2C startups.
  • Proven success in cultivating consumer brands with genuine user affinity beyond mere campaigns.
  • Demonstrated ability to scale social and content channels with quantifiable growth results.
  • Preferred: Experience bridging B2C/B2B dynamics or eCommerce sectors.
  • Background as a key deputy to a CMO, VP Marketing, or founder with strong execution history.
  • Strategic mindset paired with practical, hands-on implementation.
  • Deep cultural awareness to identify emerging trends proactively.
  • Proficiency in creating social-first content from key moments.
  • Data-oriented approach to define, monitor, and refine KPIs.
  • Expertise in product marketing to simplify intricate concepts.
  • Strong interpersonal skills for fostering authentic relationships.
  • Adaptable and resourceful in prioritizing tasks across diverse functions.

Benefits And Growth

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