About Checkmate and Mate.

Checkmate is a multichannel offers network loved by 100M shoppers and hundreds of leading brands.

mate. is your AI growth teammate, the eCommerce data network that agentically turns customer intelligence into revenue.

mate finds it, Checkmate goes and gets it. Checkmate is the distribution network, with 100M+ shoppers and 12B+ live intent signals. mate is the AI layer built on top of it: it resolves anonymous visitors, spots the revenue a brand is missing, and builds and executes the campaigns to capture it. Marketers just hit approve.

mate runs six agents for brands:

Mate Intelligence: a customer dashboard and AI chatbot that surfaces the revenue a brand is missing.

Enrichment: identity resolution that reveals and resolves anonymous visitors.

Growth: AI-built, single-use offers delivered across our network and a brand's own channels, priced on performance, with no retainers and no lock-in.

Social Activation: enriches social handles into full shopper profiles.

LLM Visibility: tracks and grows how a brand shows up in AI search and assistants.

Code Leakage: finds leaked discount codes and replaces them with single-use ones.

The combination is rare: a consumer product shoppers love and an AI growth engine brands depend on.

We work with leading brands like Everlane, Brooklinen, and Malbon, and we're backed by Google Ventures, Mantis VS, Fuel Capital, and others.

The Role

We're hiring a Sr CSM to own our brand relationships from the first day of onboarding through renewal and expansion. You'll be the person brands trust to make Checkmate work for them: live fast, revenue early, and strong first results that turn into long-term partnerships.

This is a high-ownership role on a small team. You'll carry your own book of brands, run those relationships end to end, and own the revenue we deliver to brands. If you like owning outcomes, moving fast, and being the reason a brand stays and grows, you'll thrive here.

What You’ll Do ⚡

Onboarding & Activation

Lead onboarding for new brands, from kickoff through go-live
Configure each brand's offers, channels, and audiences for their goals
Set success metrics and a clear first-30-days plan with every brand
Get brands to first revenue quickly and cleanly

Account Management

Own a book of brands as their main point of contact
Run regular check-ins, business reviews, and performance recaps
Track account health, usage, and renewal timelines
Get ahead of risk before it reaches a renewal

Retention & Growth

Own renewals across your book
Identify expansion opportunities and build the case with data
Turn strong results into case studies and references

Cross-Functional Execution

Work with Rev Ops to translate performance into account actions
Bring brand feedback to Product and Ops, and flag what matters
Partner with Sales on clean handoffs and account planning

Build for Scale

Help standardize onboarding playbooks and account templates
Improve CS workflows and reduce manual steps
Contribute to repeatable processes as the team grows

Why This Role Matters

Brands come to Checkmate for incremental revenue. You're the person who makes sure they get it, and that they stay to get more. When your brands are live, growing, and renewing, the whole business compounds. This is one of the most direct lines to revenue we have, and it's yours to own.

If you're not familiar with Checkmate already, please download Checkmate so you can get an understanding of the product before interviewing for this role: https://joincheckmate.onelink.me/VmLH/ax4wllja Who You Are

You build trust fast, and people want to keep working with you
You're energized by ownership and comfortable being the single point of accountability for an account
You read the data, find the story in it, and turn it into a recommendation a brand will act on
You stay organized and move fast when you're juggling a lot at once
You're genuinely curious about ecommerce and what makes brands grow

What You Bring

4+ years in customer success, account management, or partnerships in martech, ecommerce, or SaaS
A track record of retaining and growing a book of business
Comfort with performance data and the ability to turn metrics into a clear narrative - this is a data heavy role
Sharp communication, whether you're running a business review or writing a follow-up
Bonus: you already know the DTC stack (Klaviyo, Attentive, Shopify) or have worked with DTC brands

Why Join Checkmate

Solve real problems: Help DTC brands unlock millions in missed revenue
Work with top brands: Partner with category leaders like Brooklinen, Quay, and ColourPop
Growth opportunity: Exposure to AI, martech innovation, and fast-moving eCommerce

Compensation & Benefits

Competitive base salary + bonus package
Equity in a fast-growing, venture-backed company
Competitive medical/dental/vision/other healthcare coverage
4 weeks PTO + health days
401k plan
Monthly stipend for fitness/wellness activities
Company retreats and team get togethers 2x a year
Remote-first culture (preference for those near major cities - NYC, LA, SLC, Miami, Chicago, etc.)

Learn more about this Employer on their Career Site

Senior Customer Success Manager (CSM)