S

Sezzle

BNPL fintech facilitating consumer-merchant transactions

Principal Infrastructure Engineer

Full-Time
$12.5k - $20.8k/mo
Expert
Bachelor's
Remote in Argentina
Remote
DevOps & InfrastructurePlatform Engineering, Site Reliability Engineering

About the job

Requirements
  • A bachelor's degree in Computer Science or a similar technical field is required.
  • At least 12 years of experience across infrastructure, platform, site reliability, software development, or related engineering disciplines, including substantial hands-on experience designing and operating production infrastructure at scale.
  • Deep production experience with AWS compute, IAM, multi-account architectures, and networking, including VPC design and private connectivity.
  • Deep production experience with Kubernetes cluster lifecycle, scheduling, resource management, autoscaling, networking, and troubleshooting business-critical workloads.
  • Deep experience with relational databases at scale, specifically RDS/Aurora using MySQL and/or Postgres, including query performance, indexing, connection management, replication, high availability, failover, and verified backup and recovery.
  • A record of personally delivering infrastructure scaling improvements by identifying constraints, measuring baseline behavior, implementing changes, and demonstrating gains in capacity, latency, reliability, or cost efficiency.
  • Strong coding and automation skills using Golang, Python, or similar languages to build production tooling and reduce operational toil, plus infrastructure-as-code experience with Terraform or equivalent.
  • Strong systems fundamentals in Linux, networking, DNS, TLS, storage, concurrency, and distributed-system failure modes, with the ability to debug across infrastructure and application boundaries.
  • Experience operating a 24/7 high-availability platform where downtime directly affects customers or revenue, including hands-on incident response and postmortem remediation.
  • Willingness to participate in an on-call rotation and ability to recover production systems under pressure using evidence-based triage, safe mitigation, and clear technical communication.
  • Experience implementing and testing disaster recovery against defined recovery objectives, including restoring data and validating service recovery.
  • Practical experience with observability, load testing, capacity planning, and safe CI/CD practices for shared production infrastructure.
  • Active use of AI tooling in engineering or operations, with sound judgment about limitations and how to verify generated code, recommendations, and operational actions.
  • Ability to take ambiguous technical problems from investigation through production delivery and collaborate across engineering disciplines to resolve system-wide constraints.
Responsibilities
  • Own the technical architecture and evolution of core infrastructure by identifying system limits, prioritizing technical improvements, and implementing changes that support increasing traffic, data volume, and workload complexity.
  • Learn how key business workflows behave in production, trace their impact across applications, data, and infrastructure, and partner across teams to improve performance, reliability, and cost efficiency beyond any single service or team's scope.
  • Build capacity models, run load and stress tests, diagnose bottlenecks across compute, networking, Kubernetes, and databases, and validate improvements against throughput, latency, saturation, and cost per workload.
  • Implement resilient AWS account, IAM, network, and service architectures, addressing service quotas, fault isolation, and multi-AZ or multi-region requirements as workloads grow.
  • Improve Kubernetes cluster architecture, lifecycle automation, workload isolation, resource allocation, autoscaling, safe upgrades, and deployment reliability.
  • Tune Aurora RDS for MySQL and Postgres queries and indexes; address connection and replication bottlenecks; plan capacity; improve failover behavior; and implement safe schema changes and database migrations with application engineers.
  • Define and instrument service-level objectives and error budgets with service owners; implement failure isolation, backpressure, load shedding, and safe retry behavior to prevent cascading failures.
  • Participate in on-call and lead technical recovery during serious incidents using evidence-based triage, executing mitigations, communicating findings, and implementing corrective actions from postmortems.
  • Design backup, restore, and failover mechanisms against agreed recovery time and recovery point objectives; run recovery exercises and document measured results.
  • Build infrastructure-as-code and operational automation so provisioning, configuration, deployments, upgrades, and recovery are reproducible, reviewed, testable, and recoverable; eliminate recurring manual work through code.
  • Improve metrics, logs, traces, dashboards, and actionable alerts to make production diagnosable, with visibility into service health, scaling limits, and customer impact.
  • Design phased rollouts, compatibility checks, validation, and rollback paths for changes to shared production systems.
  • Improve cloud cost efficiency by right-sizing resources, improving utilization, tuning autoscaling and storage, and quantifying savings while maintaining reliability and performance targets.
  • Build and evaluate AI-assisted operational tooling for investigation, runbooks, anomaly analysis, and repetitive operations, using bounded permissions, reviewable actions, and measurable improvements in accuracy or toil.
  • Write architecture proposals, evaluate technology tradeoffs through prototypes and benchmarks, review changes affecting shared infrastructure, and document how systems operate and fail.
Desired Qualifications
  • EKS experience is strongly preferred.
  • Experience in fintech, payments, or banking, operating infrastructure with demanding reliability, security, and audit requirements.
  • Experience with multi-region architectures, chaos engineering, and failure testing, including consistency and recovery tradeoffs of distributed data systems.
  • Proficiency with Prometheus, Grafana, Loki, Tempo, or comparable observability systems.
  • Experience building internal platform capabilities and self-service tooling, including deployment automation, progressive delivery, and reusable infrastructure components.
  • Experience building AI-assisted incident investigation or operational automation with restricted access, auditable execution, and clear human review points.

About the company

Sezzle provides a four‑installment, interest‑free buy now, pay later (BNPL) service for consumers and a merchant payment option for retailers. Consumers split purchases into four equal, no‑interest payments at checkout, while merchants pay Sezzle a fee to enable the option and reduce cart abandonment. Sezzle earns most of its revenue from merchant fees and operates as a Public Benefits Corporation and Certified B Corp, aligning financial goals with social impact. Its stated goal is to financially empower younger consumers and help merchants grow by offering accessible, flexible payments, supported by rapid growth in active users and merchants (3.4 million and 46,982 respectively, with $1.8 billion in underlying merchant sales).

Company Size

201-500

Company Stage

IPO

Headquarters

Minneapolis, Minnesota

Founded

2016

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Simplify's Take

What believers are saying

  • Q2 2026 revenue rose 51.7% to $149.7 million, and net income reached $40.8 million.
  • SezzleCash launched in June 2026, and Sezzle Send targets 100,000 waitlisted users.
  • Management plans a national bank charter application in 2026, expanding funding and product flexibility.

What critics are saying

  • Shopify’s Installments and checkout friction still threaten Sezzle distribution; discovery started after May 11, 2026.
  • WebBank retains SezzleCash and Send loans, and Sezzle raised its tangible-net-worth covenant to $100 million.
  • Aggressive marketing drove Q2 spend to $19.4 million; if payback slips, growth economics break.

What makes Sezzle unique

  • WebBank powers SezzleCash and Sezzle Send; Sezzle services loans through September 2029.
  • 854,000 active subscribers and 7.2 quarterly purchases show sticky repeat usage beyond checkout.
  • Sezzle’s AI chatbot handled 68% of queries, and 88% of new code was AI-developed.

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Benefits

  • Comprehensive Benefit Plans
  • Generous Parental & Family Leave
  • Competitive 401k Match
  • Paid Time Off & Volunteer Time Off
  • Ownership Through Equity
  • 100% of Donations to Charity Matched
  • Work from Home Stipend
  • Highly Discounted Fitness Membership

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

-1%
Yahoo Finance
Aug 27th, 2026
Sezzle vs SoFi: Which high-growth fintech stock offers better value?

Sezzle and SoFi are both expanding their fintech platforms through technology and cross-selling, but their approaches differ significantly. Sezzle focuses on payments and short-term consumer financing, adding subscriptions, cash advances and money transfers. SoFi operates a broader ecosystem including deposits, lending, investing and business banking. Sezzle's active subscribers reached 854,000 in Q2, up 76.4% year over year, with purchase frequency climbing to 7.2 times quarterly. The company added enterprise clients including Poshmark and Gymshark. Second-quarter revenues rose 51.7% whilst net income increased 47.7% year over year, with marketing payback under six months. The comparison highlights Sezzle's focused execution versus SoFi's scale and diversification. Sezzle's smaller platform potentially offers more room for new products to impact results.

Yahoo Finance
Aug 26th, 2026
Sezzle launches SezzleCash advance product to drive subscriber growth beyond BNPL

Sezzle is expanding beyond buy now, pay later with SezzleCash, a cash-advance product for short-term liquidity needs. Available to eligible Sezzle Anywhere subscribers, it allows consumers to access funds and repay through Pay-in-4 or Pay-in-5 instalments plus a service fee. Early adoption shows promise. The average advance was approximately $165, and nearly 10% of eligible new subscribers requested an advance as their first transaction. Sezzle's subscriber base reached 854,000 in the second quarter of 2026, up 76.4% year over year. Management is cautiously fine-tuning underwriting and marketing. Fiscal year 2026 guidance assumes no material upside from SezzleCash. The product competes with Block's Cash App Borrow and Dave's ExtraCash in the short-term cash access market.

Yahoo Finance
Aug 21st, 2026
Sezzle's AI chatbot deflects 68% of customer queries with higher satisfaction than human agents

Sezzle is integrating AI across customer service and operations, reporting measurable productivity gains. In Q2 2026, its AI chatbot handled 68% of consumer enquiries with higher satisfaction scores than human agents. The AI shopping assistant generated 3.6 times more product clicks and reached 80% of Sezzle Anywhere users. Internally, 88% of new code was AI-developed, and developer productivity rose 20% quarter-over-quarter. Sezzle's revenues increased 51.7% year-over-year to $149.7 million, with adjusted EBITDA of $58 million and a 38.8% margin. Active subscribers grew 76.4% to 854,000. The company used AI to build its upcoming Sezzle Send product in weeks with a small team. The product already has approximately 100,000 users on its wait list. Competitors Klarna and Affirm are also expanding AI use across operations and product development.

Kalkine Media
Aug 18th, 2026
Sezzle and WebBank broaden partnership with launch of SezzleCash and Sezzle Send.

Sezzle and WebBank broaden partnership with launch of SezzleCash and Sezzle Send. On August 18, 2026, Sezzle Inc. announced via a Form 8-K filing that it finalized Second Amended and Restated Bank Program Agreements with WebBank on August 12, 2026, enhancing their existing banking collaboration to incorporate two new products and revising certain financial covenants. Key highlights. * Agreement date: The updated Second Amended Bank Program Agreements were signed on August 12, 2026, between Sezzle Inc. and WebBank, a Utah-chartered industrial bank. * Introduction of two new products: The amended agreements extend the program to include SezzleCash, a cash advance offering, and Sezzle Send, a payments solution backed by installment loans. * Loan retention by WebBank: For these new products, WebBank will hold loans on its balance sheet until maturity, subject to an initial aggregate retention cap of $30.0 million, which may be increased at WebBank's discretion up to $150.0 million. * Financial covenant update: The minimum tangible net worth requirement for Sezzle was raised from $12.0 million to $100.0 million. * Program duration: The program's original term remains unchanged, continuing through September 27, 2029. * Exclusive loan originator: WebBank continues as the sole originator of consumer installment loans and cash advance products marketed and serviced by Sezzle, with limited exceptions. Sezzle and WebBank revise agreements to incorporate SezzleCash and Sezzle Send products. Sezzle Inc. (NASDAQ:SEZL) and WebBank executed a Second Amended and Restated Loan and Receivables Sale Agreement alongside a Second Amended and Restated Marketing and Servicing Agreement on August 12, 2026. These agreements amend and restate the prior agreements dated September 26, 2024, which governed their existing bank partnership program. Under this program, WebBank originates and funds consumer installment loans linked to Sezzle's offerings, while Sezzle maintains servicing responsibilities for all loans originated. The filing detailed that the expanded program now includes two additional products: SezzleCash, a cash advance product, and Sezzle Send, a payments product supported by installment loans with proceeds disbursed by WebBank to deposit accounts it establishes. Unlike the sale structure for existing products, WebBank will retain loans for these new products on its balance sheet until maturity, subject to an aggregate retention threshold initially set at $30.0 million, with certain exceptions. WebBank may increase this threshold up to $150.0 million at its discretion. Furthermore, the filing disclosed amendments to certain company covenants, notably increasing the minimum tangible net worth requirement from $12.0 million to $100.0 million. New termination clauses were added relating to judgments, fines, or penalties exceeding specified limits and breaches of financial covenants. The filing emphasized that other significant program terms, including the sale structure and economics for existing products, "remain substantially unchanged." Sezzle plans to file the agreements as exhibits to its Quarterly Report on Form 10-Q for the quarter ending September 30, 2026. Summary of disclosure. Sezzle revealed it has amended its bank program agreements with WebBank to broaden their partnership by adding two new products, modifying loan retention policies for these products, and increasing the minimum tangible net worth covenant from $12.0 million to $100.0 million.

Yahoo Finance
Aug 13th, 2026
Sezzle president forfeits $839K in shares after restricted stock vesting, retains $145M stake

Paul Paradis, president and director of Sezzle Inc., disposed of 7,110 shares of common stock at $118.00 per share on 10 August, according to an SEC Form 4 filing. The shares were forfeited to meet tax withholding obligations arising from vesting restricted stock units. Following the transaction, Paradis holds approximately 1.1 million shares valued at roughly $144.6 million based on the 11 August market close of $128.27. His holdings comprise 390,000 shares held directly and 737,000 shares held indirectly through a spouse and other entities. Sezzle is a Minneapolis-based fintech company that provides interest-free installment payment plans for consumers at e-commerce and retail locations in the US and Canada. The company has a market capitalisation of $4.3 billion.