S

Sezzle

BNPL fintech facilitating consumer-merchant transactions

Chief Risk Officer

Full-TimePosted on 10/1/2026
No salary listed
Expert
Bachelor's, Master's
Nevada, USA
Remote

About the job

Requirements
  • The candidate must have 15–20 or more years of banking or financial services experience, with significant experience in risk management, credit, compliance, or audit.
  • The candidate must have at least 7–10 years in a senior risk leadership role, such as CRO, SVP Risk, or equivalent, at a regulated financial institution.
  • The candidate must have extensive experience managing a risk organization in a regulated banking environment, including direct experience with federal banking regulators such as the OCC, FDIC, or Federal Reserve and the examination process.
  • The candidate must have deep knowledge of enterprise risk management frameworks, banking regulatory requirements, and second-line governance.
  • The candidate must have experience managing compliance, BSA/AML, OFAC, CRA, and cybersecurity risk programs.
  • The candidate must have experience communicating risk matters and reporting at the Board level.
  • The candidate must have demonstrated experience working with Claude or equivalent large language model tools, and be comfortable leveraging AI to enhance productivity, research, and communication.
Responsibilities
  • Define enterprise-wide risk management strategies, policies, and the risk appetite framework, working with the Board and the Board Risk and Compliance Committee to establish the Bank's risk culture, appetite, and limits.
  • Identify, assess, measure, manage, monitor, and report on risk across the Bank, and ensure compliance with Board-approved policies, tolerances, and risk limits.
  • Identify emerging areas of risk, including potential risks associated with proposed new products and services, and ensure business strategies align with regulatory rules, guidance, and supervisory expectations.
  • Develop and maintain a model governance framework that includes independent model validation.
  • Participate in ALCO as the independent second-line risk perspective.
  • Serve as the Bank's primary relationship manager for the OCC Examiner-in-Charge, coordinating with the Bank's President.
  • Communicate with regulators and address regulatory inquiries and examination activities.
  • Serve as the Bank's designated CRA Officer by administering the CRA Strategic Plan, monitoring the Bank's progress against its CRA performance commitments, and ensuring CRA examination readiness.
  • Oversee the Bank's Chief Compliance Officer and the second-line compliance risk management function, including complaints handling and emerging regulatory and consumer compliance requirements.
  • Oversee the Bank's BSA Officer and ensure BSA/AML/OFAC policies, procedures, risk assessments, and controls are properly designed and operationally effective.
  • Oversee the Bank's Chief Information Security Officer to ensure information assets, sensitive customer data, and technologies are protected, and ensure the CISO reports routinely to the Board or the appropriate Board committee.
  • Serve as the primary source for all risk program communication and reporting to the Board and the Board Risk and Compliance Committee.
  • Develop and maintain strong relationships with business line management, effectively communicating emerging and present risk elements and issues.
  • Provide support and insight to the Bank's audit program, including addressing audit findings and remediation efforts.
Desired Qualifications
  • A Bachelor's degree in Finance, Economics, Accounting, or Mathematics; a Master's degree is preferred.
  • FRM (GARP), CERP (ABA), CAMS, CRCM, or CPA certification is highly valued.
  • Experience with model risk governance and CECL/stress testing frameworks.
  • Prior experience with de novo bank formation or building a second-line risk function from the ground up.

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.