Payroll, Compensation & Benefits Intern

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!

About the Role: We are seeking a talented and motivated Payroll, Compensation & Benefits Intern who is best in class with a high IQ plus a high EQ. This internship presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with abundant prospects for career advancement.

As an intern on the People Operations team, you will work directly with the Senior Director of Payroll & Benefits, gaining hands-on exposure to multi-country payroll operations, compensation administration, and benefits management across the United States, Canada, and Latin America.

This is a learning-focused role designed to develop the next generation of People Operations talent at Sezzle, with a clear pathway for full-time conversion based on performance.

What You’ll Do: • Support end-to-end payroll operations across multiple countries (US, Canada, Colombia), including data entry, reconciliation, and documentation.

• Assist with benefits enrollment, terminations, and employee lifecycle changes in our HRIS and benefits platforms. • Perform data quality checks across payroll, benefits, and HRIS systems to identify and resolve discrepancies.

• Support monthly, quarterly, and year-end payroll and benefits audits, including preparing supporting documentation and reconciling variances. • Assist with compensation research and benchmarking, including compiling market data for the annual compensation review cycle.

• Help manage vendor invoices, track reconciliations, and prepare payment requests for payroll and benefits providers. • Maintain employee files and records in accordance with local legal and regulatory requirements in each jurisdiction.

• Support compliance workstreams, including ERISA, ACA, FLSA and Colombian labor law, through data preparation and documentation. • Act as the first point of contact for employee questions regarding payroll, benefits and compensation • Document and map payroll, compensation, and benefits processes to identify automation and efficiency opportunities.

• Support the administration of employee leave of absences, disability claims and COBRA • Participate in AI and automation initiatives within the People Operations function, including testing new tools and contributing to process improvements.

• Assist in the collection and filing of payroll and benefit tax forms • Support ad-hoc People Operations projects as they relate to Sezzle's growth, Utah Industrial Loan Company (ILC) bank charter readiness, and international expansion.

What We Look For: • Current university student or recent graduate in Finance • Strong analytical skills with exceptional attention to detail and a commitment to data accuracy.

• Proficiency in Google Workspace (Sheets, Docs, Slides) and Microsoft Office (Excel in particular). • English proficiency (written and verbal) — must be able to collaborate with US-based teams daily.

• Spanish fluency (native or near-native). • Strong work ethic, intellectual curiosity, and eagerness to learn new domains. • Ability to manage confidential information with discretion and integrity.

• Comfort working in a fast-paced, high-growth environment with evolving priorities. • Demonstrated experience working with Claude or equivalent large language model tools is required; candidates must be comfortable leveraging AI to enhance productivity, research, and communication.

• Interested in developing AI driven skills Preferred Qualifications: • Basic understanding of Colombian payroll, taxation, and labor compliance. • Interest in AI, automation, and RegTech applications within People Operations.

About You: • You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results.

You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed. • You're not bound by convention - your success—and much of the fun—lies in developing new ways to do things.

• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.

• You earn trust - you listen attentively, speak candidly, and treat others respectfully. • You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting.

You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly. • You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion.

Despite setbacks, you rise to the occasion and never settle. What Makes Working at Sezzle Awesome: 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.

Compensation: The salary for the Payroll, Compensation & Benefits Intern is $800 USD monthly as an independent contractor.