Director of Engineering, Operations Planning

S'more about the team The Operations Data and Decisions Tribe at HelloFresh is responsible for driving operations planning by creating high quality, reusable data assets, data science models, and algorithmic solutions. Additionally, the tribe. This team has a direct impact on the customer experience and is constantly optimising for various Business KPIs. They build in-house products using modern technologies to handle a massive scale of transactions (>8.5 million active customers) and continuously improve the SDLC for fast flow and continuous delivery. As a Director of Operations Planning Engineering, you will lead engineering teams (Data Science, Data Engineering, Software Engineering, & Analytics) and Staff Engineers across the mid-term planning domain, supporting their technical decision-making processes. Your responsibilities will include spearheading initiatives that traverse multiple teams and domains, such as those focused on network planning, demand planning, and production planning. Drawing upon your comprehensive understanding of the domain, you will own the planning architecture strategy and drive the long-term vision for how our planning systems should be integrated and scaled. Lettuce share what this role will be responsible for Lead an engineering squad comprising 10-15 engineers, managing Engineering Managers and Staff Engineers across Warsaw, Berlin, & USA. Own the GenAI transformation — define and drive a concrete roadmap for becoming a genuinely AI-native engineering organisation: from AI-assisted development and automated incident response, to agentic workflows and LLM-powered tooling embedded in day-to-day operations. Own the availability and reliability of HelloFresh's planning infrastructure — drive SRE practices, incident management, SLOs/SLIs, and on-call maturity across high-throughput systems serving multiple markets. Set technical direction across Python, GoLang, PostgreSQL, Kafka, React, and React Native services on AWS, ensuring systems. Partner with Product, Operations, Marketing, and Procurement providers to align engineering priorities with business outcomes. Manage, coach, and develop Engineering Managers & Engineers — holding them accountable for team health, delivery, and engineering standards. Navigate organisational change with maturity, keeping teams focused and motivated through evolving priorities. Sound a-peeling? Here's what we're looking for AI proficiency and advocacy. Hands-on familiarity with AI technologies and a demonstrable track record of championing their adoption — whether through AI-assisted development workflows, LLM-powered tooling, or driving team-wide GenAI-native ways of working. Deep Technical Expertise. Mastery of a broad range of technical skills relevant to Operations Planning — including planning systems, data science modeling, data engineering, database systems, distributed computing, and backend development frameworks. Hands-on familiarity with full stack application development. Systems Thinking. The ability to understand complex systems holistically, recognising how components interact and impact each other, and leveraging this to design scalable, resilient solutions in a high-throughput environment where downtime means direct revenue loss. Proven Leadership at Scale. 10+ years in software engineering with 4+ years managing Engineering Managers — not just individual contributors. Demonstrated ability to lead distributed teams across multiple offices, building trust and maintaining high engineering standards without daily co-location. Operational Excellence Mindset. Strong grounding in SRE practices — SLOs/SLIs, incident management, on-call culture, and observability tooling (Grafana or similar). Experience owning payments infrastructure in regulated, multi-market environments is a strong plus. Cross-Functional Collaboration. Exceptional ability to work across engineering disciplines, Product, business stakeholders, and external service providers — fostering alignment towards common goals and translating business outcomes into engineering priorities. Effective Communication Across Disciplines. Strong ability to articulate complex technical concepts clearly to diverse audiences, from engineers to senior business stakeholders. Low ego, high ownership, and a bias toward clarity over complexity. Let’s cut to the cheese, this is why you'll love it here Shape the future of food: Play a key role in transforming how millions of people eat as we grow into a global food solutions company. Drive transformational change: Your decisions will have a direct and immediate impact, helping to shape strategy, scale teams, and redefine leadership in a rapidly evolving business. Build a global brand: Create deeper, more sustainable connections with our customers, putting them at the heart of every decision. Compensation & Financial Wellbeing: Enjoy amazing discounts: 75% off weekly HelloFresh/Chefs Plate meal kits plus 50% off weekly Factor meal boxes. Health & Wellbeing: Benefit from health and dental coverage from day one, a Health Spending Account, unlimited Headspace access, and 25% off GoodLife fitness memberships. Flexibility & Work-Life: Receive generous vacation and PTO offerings. Benefit from a parental leave top-up program designed to support expectant parents. Career & Development: Grow with dedicated L&D initiatives and career support, aligning with our "Learning Never Stops" value. Flexible Hybrid Approach At HelloFresh, we know that flexible work arrangements are essential in enabling you to do your best work, while balancing your personal and life needs. Offering remote work flexibility, along with the opportunity to interact and collaborate in the office are all a part of creating a great employee experience. To meet these needs, we are pleased to provide Flexible Hybrid work. Flexible Hybrid is a people-first approach that is based on choice, trust, personalization, and empowers teams to choose when and how often they work from the office and work from home, in addition to team days and company days. This means a minimum of 2 days in office per week, with most teams in office between 2-3 days a week. #LI-HYBRID HelloFresh Canada uses AI-integrated technology to help us process and evaluate applications more efficiently. This includes tools that screen and assess candidate qualifications based on the requirements for this role. While these tools assist our workflow, all final selection decisions are made by our hiring team. Toronto, ON Pay Range$174,300—$184,300 CAD