IT Operations Manager

At Cahoot, we are a team of rebels rewriting the rules of fulfillment. Who dream of a better solution to surviving and thriving in the new retail world of ecommerce. We are working tirelessly to imagine and build a new future of order fulfillment like the world has never seen before, and so are our network members. They see things differently, like we do. They are the true innovators and the change agents who are pushing ecommerce forward.

We came up with a solution no one imagined before, a peer-to-peer network of merchants working together to fulfill each other’s orders! Our revolutionary order fulfillment and shipping optimization cuts down the distance packages need to travel, enabling merchants to choose ground shipping while delivering orders faster. Ground shipping produces 85% less CO2 emissions and costs up to 50% less compared to air cargo, it’s a win-win for the planet and you whenever we optimize your order!

As the IT Operations Manager at Cahoot, you will be the backbone of our technology infrastructure, ensuring that our distributed fulfillment network and internal SaaS operations run with 99.9% reliability. You will lead the strategy, implementation, and maintenance of our corporate IT environment, security protocols, and cloud-based systems. This is a hands-on leadership role designed for someone who thrives in a fast-paced environment and is passionate about scaling technology to meet the demands of modern e-commerce.

Key Responsibilities

• Infrastructure Management: Oversee the design and health of all internal IT systems, including networking, cloud environments (AWS), and hardware procurement.
• Security & Compliance: Implement and maintain rigorous cybersecurity frameworks (PCI compliance) to protect sensitive merchant and logistics data.
• SaaS Administration: Manage the company’s internal software stack (Slack, Jira, Salesforce, Google Workspace) to ensure seamless cross-departmental collaboration.
• Network Optimization: Support the IT needs of a distributed network model, ensuring reliable connectivity and data flow between Cahoot and its fulfillment partners.
• Vendor Management: Negotiate and manage relationships with hardware and software vendors to ensure cost-efficient scaling.
• Service Desk Leadership: Establish and maintain internal SLAs for IT support, providing high-level troubleshooting for both local and remote employees.
• Disaster Recovery: Develop and test robust backup and disaster recovery plans to ensure business continuity in a 24/7 logistics environment.

• Experience: 5+ years in IT Operations, preferably within a SaaS or high-growth technology company. Proven experience architecting and managing scalable cloud infrastructure within AWS
• Technical Proficiency: Deep knowledge of cloud infrastructure, virtualization, and enterprise-grade networking.
• Security Mindset: Proven experience managing data security protocols and compliance audits.
• Problem Solver: Ability to diagnose complex system issues and implement long-term scalable solutions rather than "quick fixes."
• Communication: Exceptional ability to translate technical concepts for non-technical stakeholders.
• Education: Bachelor’s degree in Computer Science, Information Technology, or a related field (or equivalent experience).

We are easily accessible by public transportation and conveniently located within a 5-minute drive from the Bridgeport Metro-North train station. 

We have a demanding hiring process that includes skill assessments, a practical assignment, a background check and live video interview to help ensure that the company culture is a good fit for any new team members.

Fast-paced environment with competing priorities.

A snack filled kitchen and fridge + free lunch Fridays + monthly company happy hours + quarterly company family outings!

Fun, energetic and highly driven colleagues.

Only direct applicants need apply. No recruiters please.