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Sezzle is seeking a talented Manager, Tier 2 Support to lead the escalation layer for shopper issues that frontline support cannot resolve. You will drive fast, accurate resolutions, document decisions for auditors and regulators, and reduce escalations by addressing root causes with Product, Risk, Payments, and Trust & Safety.
You will build and guide a high-performing T2 team, establish SOPs, and ensure compliance with consumer protection obligations while leveraging AI tools to boost
With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!
We are seeking a talented and motivated Manager, Tier 2 Support who is best in class with a high IQ plus a high EQ. You will lead Sezzle's Tier 2 (T2) Support team, the escalation layer that investigates and resolves the shopper issues frontline Support cannot: account access and identity verification, payment method and multiple-charge investigations, Payment Streaks tier reinstatements, and Sezzle Send reversals. This role reports to the Director of Insights in the Customer Experience department.
You will be accountable for three things: fast, accurate resolution of every escalation; T2 decisions that are documented and defensible to auditors, regulators, and our bank partner; and fewer escalations over time, achieved by finding root causes and getting them fixed with Product, Risk, Payments, and Trust & Safety. This role sits in a fast-paced, rapidly growing team with abundant prospects for career advancement.
Lead, hire, coach, and develop the T2 Operations team; set schedules and coverage so escalations are worked within SLA.
Own the T2 escalation queue end to end: intake standards from frontline, triage, prioritization, and the routing paths to Risk, Payments, Trust & Safety, and other escalation teams.
Own T2's operating procedures and keep every SOP current, consistent, and audit-ready.
Make sure T2 work meets consumer‑protection obligations: recognizing when an investigation needs to be rerouted for proper handling, no disclosure of other shoppers' account details, and strict PII handling in tickets, Slack, and AI tools.
Find patterns in escalation volume and drive fixes with Product, Engineering, and Payments; file and track defects until they are resolved.
Provide feedback to support training and managers to enhance agent knowledge and avoid future mis‑escalations
Report weekly and monthly on T2 volume, resolution time, escalation drivers, and quality, and support complaint, audit, and regulatoryresponses with case-level evidence.
At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.
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