Senior Manager, Enterprise Customer Success

Who we are

In a world where acquisition costs are skyrocketing, funding is scarce, and ecommerce merchants are forced to do more with less, the most innovative DTC brands understand that subscription strategy is business strategy.

Recharge is simplifying retention and growth for innovative ecommerce brands. As the #1 subscription platform, Recharge is dedicated to empowering brands to easily set up and manage subscriptions, create dynamic experiences at every customer touchpoint, and continuously evaluate business performance. Powering everything from no-code customer portals, personalized offers, and dynamic bundles, Recharge helps merchants seamlessly manage, grow, and delight their subscribers while reducing operating costs and churn. Today, Recharge powers more than 20,000 merchants serving 100 million subscribers, including brands such as Blueland, Hello Bello, LOLA, Chamberlain Coffee, and Bobbie—Recharge doesn’t just help you sell products, we help build buyer routines that last.

Recharge is recognized on the Technology Fast 500, awarded by Deloitte, (3rd consecutive year) and is Great Place to Work Certified.

Overview

We’re looking for a Senior Manager of Enterprise Customer Success to lead and scale a high-performing team of Senior CSMs supporting our most strategic Enterprise merchants. This role is critical to driving retention, expansion, and long-term value for some of the world’s most recognizable brands.

The ideal candidate will bring a strong foundation in Customer Success leadership, ideally within eCommerce SaaS, with proven experience guiding enterprise customers to measurable outcomes. They will work closely with the broader CS leadership team to continuously refine strategy, strengthen best practices, and scale processes across the customer journey.

This is a hybrid role, based out of our Toronto, Ontario office (located downtown in the Core). 3 days per week in the office is expected.

What you’ll do

• Lead, coach, and develop a team of Sr. CSMs to deliver measurable customer outcomes and business impact.

• Execute and refine customer success strategy for our premier enterprise portfolio, driving retention, expansion, and advocacy.

• Collaborate with CS leadership peers to align on global strategy, operational rigor, and journey-based best practices.

• Track, measure, and report on meaningful KPIs and OKRs tied to retention, growth, and team performance.

• Act as the strategic point of escalation and executive sponsor for complex, high-impact merchants.

• Partner cross-functionally with Sales, Product, Technical Services, Marketing, and Engineering to influence roadmap, programs, and merchant experience.

• Champion customer insights and feedback across the organization to ensure alignment and advocacy at scale.

What you’ll bring

• 3–5 years of proven success in people management, ideally leading senior-level CSMs.

• 5+ years of SaaS experience, with strong foundations in Customer Success or Account Management; eCommerce SaaS background strongly preferred.

• Demonstrated success working with Enterprise brands and portfolios exceeding $20M in ARR.

• Deep understanding of customer success best practices with a focus on retention, growth, and customer journey optimization.

• Strong leadership skills with the ability to coach, inspire, and hold teams accountable.

• Experience collaborating at the leadership level to scale strategy, processes, and outcomes across teams.

• Data-driven and comfortable using metrics to guide decisions, measure impact, and improve outcomes.

• Experience navigating complex enterprise accounts and delivering measurable business results.

• Resilience, adaptability, and creative problem-solving in a fast-paced, high-growth environment.

• Bachelor’s degree or equivalent experience desired.

Compensation 

Recharge’s compensation offerings are grounded in a pay-for-performance philosophy that recognizes exceptional individual and team performance. Salary ranges are designed to be competitive and aligned with country specific practices, while individual compensation is determined by skills, qualifications, and experience. The compensation listed is not inclusive of any equity and benefits that might exist in your total compensation package.

• Hiring range in Canada - total On Target Earnings:
  $171,350 CAD OTE - $215,050 CAD OTE

• Medical, dental and vision plans
• Retirement plan with employer contribution
• Flexible Time Off
• Paid Parental Leave
• Monthly Remote Life and Merchant stipends

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Recharge Payments is an equal opportunity employer. In addition to EEO being the law, it is a policy that is fully consistent with our principles. All qualified applicants will receive consideration for employment without regard to status as a protected veteran or a qualified individual with a disability, or other protected status such as race, religion, color, national origin, sex, sexual orientation, gender identity, genetic information, pregnancy or age. Recharge Payments prohibits any form of workplace harassment. 

Transparency in Coverage

This link leads to the Anthem Blue Cross machine-readable files that are made available in response to the federal Transparency in Coverage Rule and includes network negotiated rates for all items and services; allowed amounts for OON items, services and prescription drugs; and negotiated rates and historical prices for network prescription drugs (delayed). EIN 80-6245138. This link leads to the Kaiser machine-readable files.

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