Head of Marketing at Checkmate, Remote in United States - 2 Apr

Checkmate place United States
Posted 2 April 2026
home_workFull-time schoolHead

Lead the marketing efforts for Checkmate, an AI-driven savings app, by managing consumer branding and growth initiatives primarily, alongside supporting B2B partner engagement. Leverage high-volume email and notification channels to expand the user base, enhance cultural relevance, and drive brand partnerships in a rapidly scaling startup environment.

Key Responsibilities

  • Drive monthly active shopper growth as the primary goal
  • Manage and optimize over 250,000 daily emails and notifications to boost engagement and conversions
  • Develop Checkmate’s brand identity to foster user pride and cultural resonance through social media on TikTok and Instagram, aiming to expand the 1.5 million follower base
  • Establish influencer and creator collaborations focused on genuine downloads and impact
  • Repurpose user-generated content, power user stories, and viral trends into organic and paid campaigns
  • Anticipate shopper preferences and position the app as an intelligent savings solution
  • Promote consumer achievements to attract B2B interest via content, events, thought leadership, and social validation
  • Foster B2B community through targeted events converting leads to partnerships
  • Create product marketing assets and refine the website to articulate value for both consumers and brands
  • Craft a unified product narrative simplifying complex offerings across all channels
  • Track and influence key metrics including shopper growth, app installs, email engagement, social performance, B2B leads, and marketing-influenced deals

Qualifications

  • 5-8 years in growth or brand marketing at consumer tech or B2C startups
  • Proven success in developing consumer brands with genuine user affinity beyond mere campaigns
  • Demonstrated ability to scale social and content channels with tangible growth results
  • Preferred: Experience in hybrid B2C/B2B or eCommerce settings
  • Preferred: Second-in-command role reporting to CMO, VP Marketing, or founder with strong execution
  • Strategic yet hands-on approach as an executor rather than delegator
  • Deep cultural awareness to identify emerging trends
  • Proficiency in creating social-first content from opportunistic moments
  • Data-oriented mindset for setting KPIs, monitoring, and continuous optimization
  • Strong product marketing skills to simplify intricate concepts
  • High emotional intelligence for authentic relationship building
  • Adaptable and resourceful in prioritizing tasks across diverse functions

Benefits And Growth

  • Competitive salary plus equity
  • Comprehensive healthcare, dental, and vision coverage
  • 401(k) retirement plan
  • Four weeks of paid time off plus health days
  • Gym membership reimbursement
  • Remote work flexibility with hubs in NYC and LA
  • Regular offsites and team retreats