Sezzle is seeking a technical Enterprise Account Executive to accelerate our expansion across the Eastern region of North America. You will join a small but impactful sales team with a critical role in driving net-new business and growing existing accounts. This position involves developing territory plans, generating pipeline, and guiding prospects through a consultative sales cycle.
What You'll Do
- Build and manage a pipeline of net new and expansion opportunities across your North America territory.
- Generate new business opportunities through multichannel outbound campaigns.
- Develop a territory plan, including target accounts and pipeline generation strategies.
- Research accounts, identify key stakeholders, and develop relationships to drive opportunities.
- Attend customer meetings and events, such as conferences and roadshows, approximately every other month.
- Act as a customer advocate and liaison to engineering teams for feature requests.
- Leverage sales methodologies to qualify, advance, and forecast opportunities accurately.
- Map technical needs to business outcomes and clearly articulate ROI.
- Manage all activities and pipeline in HubSpot.
What We're Looking For
- Minimum 5 years in a B2B SaaS sales role.
- Proven success consistently exceeding sales targets.
- Strong technical orientation and ability to understand DevOps, Kubernetes, and the cloud-native ecosystem.
- Effective communicator with excellent listening, presentation, and writing skills.
- Self-starter who thrives in a high-energy, collaborative environment.
- Experience educating customers on product features, best practices, and adoption strategies.
Nice to Have
- Knowledge of Argo CD and/or open-source enterprise sales.
- Experience selling from the bottom up within engineering organizations.
Technical Stack
- Kubernetes
- Argo CD
- HubSpot
Team & Environment
You will be joining a small but impactful sales team. Our culture is grounded in humility, authenticity, and diversity. We value people from different backgrounds and paths in life, and trust our team members to take ownership, act responsibly, and support one another.
Work Mode
This role is open to candidates based in the United States or Canada.
Sezzle is proud to be an equal-opportunity employer.


