Head of Community & Events

What is Checkmate?

Checkmate is an AI marketing platform modernizing eCommerce by enabling smarter, more connected buying experiences between brands and consumers.

Powered by AI, Checkmate enhances high-intent buying moments; delivering personalized, timely messaging that meets consumers where they are and drives them to act. By partnering with brands, Checkmate unlocks net-new revenue by reaching high-intent shoppers brands can’t otherwise access.

We’ve expanded our consumer reach beyond our fast-growing app (2M+ shoppers) to a broader network of 100M+ high-intent U.S. consumers. Our platform uses AI to de-anonymize site traffic, uncover missed conversion opportunities, and launch high-performance campaigns that engage shoppers who are ready to buy.Checkmate offers three core products for brands:

1. Enrichment: Reveal and resolve anonymous visitors to fuel smarter lifecycle flows.
2. Targeting: Deliver single-use offers through high-converting surfaces like our app, extension, email, and SMS.
3. Audiences: Capture pre-checkout emails via gated discounts and gain competitive insights.

Backed by GV, Fuel Capital, Blackbird Ventures, Susa Ventures, F7 Ventures, Wischoff Ventures, and cultural icons like Paris Hilton and The Chainsmokers, Checkmate is poised to disrupt how brands connect with consumers.

Community at Checkmate

Checkmate events go beyond typical happy hours. We create a cohesive community between tech , e-commerce brands, and marketers. You can see some of our events **here.** Think dinners, work-out classes, seminars, panels, podcasts, and interviews. Our events echo the voice of our company.

You’ll work on high impact community building events with a world-class marketing team, talking to senior leaders of industry, marketing gurus, and influencers. We’ve made great headway on community building but would love your help with fresh new ideas.

If the e-commerce space excites you (seriously - you’re obsessed about brands), you’re savvy with vendors (you know the best restaurants), have strong ideas on up-leveling events by creating engaging experiences (you can host seminars like no one else) - then you’re probably a fit for this role.

Who we’re looking for?

• Hands-on and can build a network of vendors, use data to decide what events work well and are high converting and which ones are duds.
• Marketing and sales-savvy - be able to create strong theses based loose stats such as impressions, leads lists, attendance and engagement, often dictating KPIs
• Creative - not only can you work off an existing playbook of events but you can also build your own playbook. You’re not afraid to push boundaries and take ownership.
• Savvy - you know trends very well. You’re “up with the times” . Familiarity with Reddit, Sprout Social, Instagram, Tiktok - all these platforms are not foreign to you.
• Charismatic - yes, you’re hosting events. We’re going to presume you can spark conversations, talk fluidly with others, and not be afraid to get up on stage and speak

Hiring process

• Chat with Claire (Social Media Strategist)
• Assessment
• Chat with AJ (VP of Growth)
• Chat with Harry + Rory (co-founders)
• Meet the team
• Decision

• Have done events before (3-5 years), preferably in a corporate setting (tech, e-commerce, etc). e.g. event planning + budgeting skills
• Based out of Los Angeles or New York City
• Strong proficiency with social media

Benefits 💸

• Competitive salary
• Healthcare
• Gym membership
• 4 weeks PTO and health days
• Company retreats 🏝
• Additional benefits