Executive Assistant

About Sezzle:

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 Executive Assistant who is best in class with a high IQ plus a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with abundant prospects for career advancement. The Executive Assistant will provide administrative and oversees tactical projects to members of the executive leadership team, ensuring their focus remains on Sezzle’s most critical priorities.

What You'll Do:

• Manage a complex and dynamic calendar, proactively scheduling meetings and prioritizing appointments to optimize the executive's time and workflow.
• Coordinate detailed domestic and international travel logistics, including flight and accommodation bookings, ground transportation, and preparing comprehensive itineraries.
• Prepare and edit correspondence, communications, presentations, and other documents for internal and external meetings.
• Serve as a gatekeeper and liaison, screening calls and visitors, managing confidential information with discretion, and facilitating effective communication between the executive and stakeholders.
• Plan, organize, and execute company events, meetings, and offsites, managing all logistics from venue booking to vendor coordination.
• Process and track expense reports, invoices, and other financial records.
• Support strategic projects by conducting research, compiling data, and preparing summary reports as needed.

What We Look For:

• Proven experience as an Executive Assistant reporting directly to C-level executives in a fast-paced environment.
• Exceptional organizational and time management skills, with the ability to anticipate needs and proactively solve problems.
• Proficiency in the Microsoft Office Suite (Word, Excel, PowerPoint), Google Suite and modern calendar/scheduling tools.
• High level of confidentiality and discretion when handling sensitive information.
• Strong written and verbal communication skills, with professional and polished demeanor.
• Ability to travel continuously to the U.S., with a valid B-1 or B-2 visa.

Preferred Qualifications 

• Experience in the technology or fintech industry.
• Experience supporting executives across multiple time zones.
• Bachelor’s degree or equivalent practical experience.

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.