Head of Marketing

USA (Remote)

Salary Not AvailableSenior Level5+ years expFull time

Posted 3 months ago

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Job Summary

Lead growth and brand marketing for Checkmate, shaping the consumer narrative and driving MAU, email funnel performance, and scalable content/partnership programs.

  • Own multi-channel growth, including 250K+ daily emails and a 1.5M social following.
  • Must-have: 5-8+ years in growth or brand marketing at a consumer tech startup.
  • Standout: Proven ability to turn moments into content and strategic brand storytelling.

Job Description

Responsibilities

  • Grow monthly active shoppers. This is the north star.
  • Own 250K+ daily emails and notifications. Optimize the funnel from notification to app to conversion. This is a massive channel and it's yours.
  • Build Checkmate into the savings brand people actually talk about. Not Honey. Not a coupon site. Something shoppers are proud to use.
  • Run social (TikTok, Instagram) and grow our 1.5M following with a content engine built around amplifiable moments.
  • Develop influencer and creator partnerships that drive real downloads, not vanity metrics.
  • Turn UGC, power users, and viral moments into compelling organic and paid creative.
  • Stay ahead of culture. Know what shoppers want before they know. Position Checkmate where saving money meets being smart about it.
  • Package consumer momentum for brands. 5M shoppers choosing Checkmate is a story. Tell it.
  • Generate inbound interest through content, events, thought leadership, and social proof.
  • Build B2B community through curated experiences and events that turn warm leads into partners.

Requirements

  • 5-8+ years in growth or brand marketing at a consumer tech / B2C startup
  • Track record of building a consumer brand people care about, not just running campaigns
  • Experience scaling social/content channels with measurable growth impact
  • Second-in-command experience (reported to CMO, VP Marketing, or founder) with proven execution
  • Strategic but hands-on. You're a doer, not a delegator.
  • Culturally tuned-in. You know what's trending before it trends.
  • Content-native. You think in social-first formats and turn moments into content.
  • Data-driven. You set KPIs, track them, and optimize relentlessly.
  • Product marketing chops. You distill complexity into simplicity.
  • High social EQ. You build real relationships, not transactional ones.
  • Scrappy. You've done a bit of everything and know how to prioritize.

Preferred

  • Bonus: hybrid B2C/B2B or eCommerce background

Benefits

  • Healthcare + dental + vision
  • 401(k)
  • 4 weeks PTO + health days
  • Gym membership reimbursement
  • US Remote-friendly, with remote hubs in NYC and LA
  • Regular offsites and team retreats
Checkmate logo

Checkmate

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Checkmate is an AI-powered marketing platform.💰 Top brands are unlocking entirely new sales by targeting high-intent shoppers who would’ve otherwise been missed.📈 Enrichment• Identify anonymous browsers & add new emails• Maintain CRM health by continuously resolving known identities• Push enriched shopper data directly into your CRM• Recognize shoppers even after cookies expire using email & IP matching🎯 **(re)Targeting**- Convert high intent shoppers on Checkmate channels with AI targeting & personalized outreach- Automatically optimize delivery across SMS, email, App, Push and onsite- Engage shoppers at the right time on the right surface, driving world-class conversion🛍️ Trusted by top DTC brands like Quay, Manscaped, Necessaire, Favorite Daughter, and ColourPop to drive higher conversion, retention and more revenue.Turn missed opportunities into meaningful revenue with Checkmate.

Founded in 2022
San Francisco, California, USA
78 employees (7 in marketing)
0% recommend to a friend

Traffic Signals

Monthly Visitors
8.6K
Monthly Google Ads Budget
$7.6K
Traffic Source Mix
Search
1.3%
Direct
17.3%
Referral
78%
Social
2%
Paid
1.2%

Headcount Trend

Current headcount: ~78

Marketing Team

Marketing Team Size
5 (6% of company)

Funding

Total Funding
$20M
Last Raise
$5M
Series A, 3 years ago

Funding History

  • Sep 2022
    Seed Round • $5M
  • Mar 2022
    Pre Seed Round