Operations Technology & Systems Engineer
About the Role: We are seeking an Operations Technology & Systems Engineer to own and improve the reliability, integrity, and performance of the systems that run our business operations from customer checkout through warehouse fulfillment. This is a hands-on, high-ownership role responsible for building Lola’s order flow monitoring infrastructure from scratch, delivering new technical capabilities such as pre-sales, and serving as Lola’s internal technical expert. This role sits at the intersection of operations and technology, so the ideal candidate has both experience in early-stage execution and best practice engineering. It will eventually sit within a centralized Tech & Systems function; but until that happens, you must be comfortable being the primary technical resource in support of Lola’s operations. This role will report directly to the Head of Operations. Core Responsibilities Customer Order Visibility & Management Build and maintain visibility of Lola’s order flow to proactively identify individual anomalies from Shopify (or other sales channels) through fulfillment. Own daily monitoring of customer order flow; investigate exceptions and escalate findings with proposed operational impact and solutions. Own the technical investigation and resolution of anomalies, partnering effectively with internal and external counterparts to understand, resolve, and prevent recurrence. Work with the Operations team, vendors, and others to develop SOPs for how Lola can respond to technical risks that cannot be eliminated. ERP & WMS Vendor Partnership Serve as Lola’s primary technical counterpart for ERP and WMS providers, while maintaining strong working relationships with all other vendors, including the Shopify webdev agency. Partner with 3PLs to roll out and test warehouse automation software and hardware, ensuring no disruptions to customer service or changes to existing system configurations. Partner with the eCommerce team, Shopify webdev agency, ERP team, and others to test and release new capabilities, including an improved presales capability. Collaborate with vendors to co-create feature requests, change roadmaps, and issue resolutions; hold them accountable to following best practices and upholding SLAs. Peak Readiness & Capacity Testing Own technical preparation and readiness for every major sale event, including end-to-end volume stress testing, risk identification, and proactive mitigation. Build the institutional knowledge that turns peak readiness from an afterthought into a core, repeatable process. Systems Architecture & Documentation Build and maintain an accurate map of Lola’s systems and order flow. Document system behavior in a way that is accessible to non-technical stakeholders. Continuous Improvement Build and maintain a prioritized backlog of systems improvements – identifying structural gaps, fragile integration points, and vendor dependencies – sourced from stakeholders across the business. Anticipate systematic risks and improvements before they cause operational problems. Evolve the technical infrastructure as Lola adds channels, products, and complexity. Qualifications 4-7 years of experience in a systems integration, technical operations, or platform engineering role - ideally in a DTC, retail, or consumer environment. Operator-first mindset: you understand how business value is created - by working quickly and making current systems progressively better. Able to operate without a technical direct manager. Shopify Plus experience – admin API, webhooks, Flows, the app ecosystem, stress testing, best practices. Strong technical fluency – SQL, data queries, API fluency, root cause diagnosis, scripts. AI-native: demonstrated curiosity and ability to reach better answers faster using availability AI tools (e.g., for root cause analysis, query generation, or documentation), while recognizing their limitations. You own outcomes, not tasks. What We Offer: Competitive salary (commensurate with experience) Comprehensive benefits package (health, dental, vision, PTO) 401K with company match 21 days paid vacation + most federal holidays 16 weeks paid birth parent leave; 8 weeks for non-birth parents 55% off Lola Blankets for friends and family Flexible remote work environment Opportunities for career growth and leadership as the company scales Why Join Us? Lola is at an inflection point – growing fast, adding channels, and building the operational backbone that will define how we scale. This role puts you at the center of that. You’ll be the person who builds the monitoring, the architecture documentation, the vendor relationships, and the peak-readiness playbooks from the ground up.