
Head of Marketing
Checkmate
full-time
Posted on:
Location Type: Remote
Location: United States
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Job Level
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