Senior Customer Success Manager

About Checkmate 🛍 📲

Checkmate is a mobile shopping app and extension loved by millions of shoppers. Founded in May 2022, we have quickly become the fastest-growing shopping platform in the US, with 1 million registered users in first year in market + #1 app in the app store shopping season each year + Series A lead by Google Ventures. We are trusted to save consumers favourite items from across the web, discover products they truly want, and find deals from their favourite brands. Checkmate is so much more than just a shopping app; we are building the future of consumer identity and adtech.

Backed by industry-leading investors such as GV, Pinterest's ex-President, Paris Hilton, The Chainsmokers, Fuel Capital, F7 Ventures, Blackbird Ventures, Susa Ventures, Wischoff Ventures, and more, Checkmate is poised to continue to disrupt the online shopping industry.

Position Overview 💼

We are seeking a highly analytical and results-oriented Customer Success Manager with strong sales skills to deepen relationships with our existing eCommerce brand partners. Your primary responsibility will be to analyze performance data, identify upsell opportunities, and present actionable insights to help brands optimize their use of Checkmate’s tools. This role is ideal for a self-starter with a passion for eCommerce and the ability to balance relationship management with data-driven sales growth.

At Checkmate, we partner with leading brands such as Quay, Scotch & Soda, Florence by Mills, ColourPop, Naadam, and Coola, and we’re eager to continue expanding these relationships.

Responsibilities 🌟

• Upsell & Relationship Management:
• Build and maintain deep relationships with existing brand partners in the fashion, beauty, and home sectors.
• Identify opportunities to upsell additional features such as onsite widgets, app optimizations, paid programs, and commission rate increases based on performance data and strategic discussions.
• Present data-driven recommendations to help brands optimize their campaigns and expand their engagement with Checkmate’s platform.
• Data-Driven Insights:
• Regularly analyze campaign performance and key metrics to provide actionable insights that demonstrate the value of Checkmate’s tools.
• We leverage our 1st party to share brand insights and competitive data. You will be responsible for curating that data journey to share with the brand.
• Deliver compelling presentations to brands, showcasing success metrics and areas for potential growth through additional Checkmate offerings.
• Customer Retention & Growth:
• Ensure ongoing satisfaction by proactively addressing any challenges and working with internal teams to provide solutions.
• Act as a trusted advisor to your accounts, helping brands succeed by running more campaigns and exploring new surfaces for engagement.
• Cross-Functional Collaboration:
• Collaborate closely with the Product, Sales, and Marketing teams to ensure seamless execution of brand strategies and integrations.
• Share customer feedback to inform product improvements and marketing initiatives.
• CRM & Reporting Management:
• Maintain up-to-date records in Hubspot, ensuring data hygiene across customer interactions, upselling opportunities, and performance metrics.
• Provide regular reports on customer performance and upsell activities, highlighting trends and growth potential.

• 2-5 years of experience in Customer Success, Account Management, or Sales, ideally within the eCommerce space.
• Strong analytical skills, with a proven ability to use data to inform decisions and drive upsell opportunities.
• Experience upselling and managing client relationships in fashion, beauty, or home brands is a major plus.
• Excellent presentation and communication skills, particularly with data-driven insights.
• Proficiency with Excel/Google Sheets; experience with Hubspot or similar CRM tools is a bonus.
• Bachelor’s Degree or equivalent experience preferred.

• Competitive salary
• Healthcare
• Gym membership
• 4 weeks PTO and health days
• Company retreats 🏝
• Additional benefits
• US remote - Los Angeles or New York City preferred

We are committed to inclusion across race, culture, ethnicity, gender, sex, sexuality, religion, and ability. At any stage you may highlight ways in which we can tailor the interview process to meet your needs. If you are passionate about reshaping the future of e-commerce and have a track record of building awesome products we invite you to join us on our exciting journey at Checkmate.