Senior IT Operations Analyst

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 Senior IT Operations Analyst who is best in class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with strong prospects for continued growth and increased ownership.

As a Senior IT Operations Analyst, you will play a pivotal role in supporting our global team. You will help lead IT platform administration, including third-party integrations and worldwide deployment, and contribute to managing Google Workspace and MDM implementations. Beyond technical oversight, you will provide elite IT support and maintain robust access controls for our internal end-user base.

What You'll Do:

• Act as a Senior IT Operations team member, contributing to organizational improvement and mentoring junior staff.

• Maintain deep technical knowledge of our application stack and IT security, effectively communicating updates to the engineering team and the broader organization.

• Operate with high autonomy to manage both proactive initiatives and reactionary break/fix tasks.

• Demonstrate end-to-end ownership of device procurement through third-party providers, managing complex logistical issues from initial order to final delivery and resolution.

• Manage and resolve incoming IT Service Desk (ITSD) tickets within Jira, ensuring timely response and end-to-end resolution.

• Actively contribute to strategic initiatives by progressing assigned tasks within the Jira project backlog, supporting the transition to a more proactive IT Operations model.

• Fulfill hardware and software provisioning requests, maintaining operational readiness for users across Turkey and other global locations.

• Serve as a primary technical and operational escalation point, providing mentorship and advanced resolution support to junior IT Operations team members.

• Lead critical lifecycle events by participating in IT Operations onboarding training for new hires and executing secure, IT-focused employee termination responsibilities.

• Support internal and external IT audit processes (e.g., SOC 2, PCI, and SOX) by coordinating and providing required documentation for access controls, ITSD ticketing, and quarterly software vendor compliance.

What We Look For:

• Applicants must be fluent in English.

• Experience: Minimum 10 years

• Experience and comfort working on an agile team – an ideal candidate should be familiar with agile concepts, including Jira ticketing classification, pointing, and meeting workflows.

• Proven ability to operate with a high degree of autonomy, demonstrating end-to-end ownership of complex operational issues from initial triage to resolution, root cause analysis, and subsequent process improvement.

• Systems and skills knowledge should include the highest levels of aptitude in the following:

  • Expertise in Identity Provider (iDP) management, specifically administering Google Workspace for a global user base, including OU structure, group management, and license optimization.

  • Proven experience with Single Sign-On (SSO) implementations and SAML/OIDC protocols, including the configuration and enforcement of MFA/2FA policies to ensure a secure authentication posture.

• Strong background in endpoint security, primarily in high-compliance SaaS environments, leveraging tools like Jamf Protect for continuous threat prevention, compliance reporting, and policy enforcement across a global fleet.
• Expert administration of Jamf Pro, including Automated Device Enrollment (ADE), Zero- touch deployment, patch management, application provisioning, and leveraging Smart Groups for targeted policy and configuration deployment.
• Deep technical proficiency in the Apple macOS ecosystem, including advanced support for MacBook Air and Pro models, FileVault encryption key management, OS patch cycle management, and leveraging native security features
• Proven experience in Atlassian/Jira administration, specifically Jira Service Management (JSM) for ITSD ticketing, including the design and optimization of complex workflows, issue classification, and implementing Automation for Jira to streamline operational tasks.
• Demonstrated expertise in implementing, administering, and ensuring continued adherence to critical compliance frameworks, including SOC 2, SOX, and PCI-DSS.
• Proven experience in administering access, governance, and security for AI platforms (e.g., OpenAI) and ensuring their compliant interoperability with the existing tech stack, paying close attention to PII handling and data integrity controls.
• Expert-level enterprise administration of Slack (Enterprise Plus/Grid), including advanced configuration of SSO/MFA, managing third-party app and bot integrations, defining data retention policies, and managing workspace-level security and compliance controls.
• Extensive experience building and maintaining IT operations automation workflows using scripting languages (e.g., Python, Bash) or dedicated automation tools (e.g., Power Automate, Automation for Jira) to improve efficiency and enforce security policies.

Preferred Knowledge and Skills:

• Exceptional analytical and problem-solving skills, with a proactive focus on identifying and implementing process improvements.
•  Adaptability and resilience in a rapidly changing, fast-paced startup environment.
• Strong team-oriented collaborator with excellent communication and mentorship skills, willing to step up during resource constraints.
• Highly organized with expertise in accurate, repeatable workflow documentation and a strong understanding of change management principles for audit and process improvement success.
• Relevant professional certifications (e.g., Jamf Certified Admin, CompTIA Security+, Google Workspace Administrator) 
• Bachelor’s degree in Information Technology, Computer Science, or a related field.
• Experience working with PCI-DSS, SOC 2 Type 2,  and CIS controls; specifically in implementation, documentation, administration, and continued adherence to these controls.

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.

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.