Checkmate

Head of Marketing

Checkmate

full-time

Posted on:

Location Type: Remote

Location: United States

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About the role

  • Drive both B2C brand perception and B2B sales growth
  • Architect and drive growth across both B2C (app downloads, influencer marketing, consumer brand) and B2B (cold lead generation, community building, sales enablement) channels
  • Develop unified marketing strategy across B2C and B2B channels
  • Create clear, simple product marketing that makes complex offerings digestible
  • Stay on the pulse of cultural trends to position Checkmate as the "cool" choice in savings and marketing tech
  • Generate cold leads beyond our current agency-dependent sourcing
  • Create viral-worthy content from conferences, partnerships, and B2B events (LinkedIn, podcasts, etc.)
  • Build B2B community through experiences, dinners, and thought leadership
  • Develop product marketing materials (decks, videos, guides) that clearly communicate value
  • Help with the overhaul of our website to better align with the B2B/B2C strategy you set
  • Support sales, partnerships, and customer success with quality lead gen
  • Execute social media strategy focused on amplifiable moments
  • Develop TikTok strategy around savings hacks and relatable content
  • Turn UGC, influencer partnerships, and power users into compelling ads and organic reach
  • Design community moments (events, giveaways, surprise and delight) that create content opportunities
  • Build relationships with trending brands and influencers
  • Own the product narrative so brands and consumers quickly understand what Checkmate does and why it matters
  • Scale from individual activations to a must-attend community ecosystem
  • KPIs: deals sourced, deals closed, upsells, social engagement

Requirements

  • 5-8 years in growth marketing or product marketing at software/SaaS startups
  • Second-in-command experience (reporting to a CMO/SVP/VP as a Marketing Director, Head of Growth, etc.) with proven execution ability
  • Ecommerce tech or B2B/B2C hybrid background preferred
  • Track record of building brand while driving measurable outcomes
  • Strategic but hands-on: you’re a doer, not just a delegator
  • Culturally tuned-in with pulse on trends and what makes brands "cool"
  • Content creator mindset that turns moments into amplifiable content
  • Data-driven with ability to set KPIs and optimize
  • Product marketing expertise: you excel at distilling complexity into simplicity
  • High social EQ: you know how to build meaningful relationships before selling
  • Growth marketer mentality: you’ve done a bit of everything and know how to prioritize
  • What "Cool" Means: Association with trending brands and respected people, elevated exclusive experiences, on-trend opinions, relationship-building over hard selling, and smart positioning with marketing expertise.
Benefits
  • Competitive salary + equity
  • Healthcare + dental + vision
  • 401(k)
  • 4 weeks PTO + health days
  • Gym membership reimbursement
  • US Remote-friendly, with hubs in NYC and LA
  • Regular offsites and team retreats
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
growth marketingproduct marketingB2B marketingB2C marketinglead generationcontent creationsocial media strategydata-driven decision makingKPI settingecommerce technology
Soft Skills
strategic thinkinghands-on executioncultural awarenessrelationship buildingcontent creator mindsethigh social EQmeasurable outcomes focuscommunity buildinginfluencer marketingthought leadership