Senior Engineering Manager, OLO

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Senior Engineering Manager, OLO based in Canada. This role provides senior engineering leadership for a customer-facing web ordering experience designed to directly drive revenue for local businesses. You’ll lead a team of full-stack engineers building experiences across menus, carts, checkout, promotions, photos, and menu quality. A major focus will be using experimentation, funnel analysis, and automation to improve guest conversion and measurable business outcomes. You’ll also help scale the product for enterprise and multi-location customers while improving reliability and handling increasingly complex menu environments. The role combines technical execution, product judgment, people leadership, and high-impact prioritization in a fast-moving environment. You’ll be expected to maintain a healthy, high-performing team while remaining technically credible and hands-on when needed. This is an opportunity to own a highly visible product area where engineering decisions can directly influence revenue, customer experience, and business growth.

Lead a team of 6–10+ full-stack engineers responsible for the guest web ordering experience and supporting systems. Build and evolve experimentation capabilities that improve guest conversion across checkout, fulfillment, merchandising, and promotions. Lead initiatives to scale the ordering experience for enterprise and multi-location customers, including the reliability and menu complexity required at larger scale. Drive improvements to menu quality systems, including automated detection, remediation, and ongoing optimization across approximately 10,000 merchant-created menus. Expand photo coverage through guest sourcing, automated replacement, licensed catalogs, and generated imagery, using measurable gross payment volume impact to guide investment. Rebuild and improve promotions capabilities, including redemption experiences, badges, auto-apply functionality, and merchandising. Reduce fulfillment selection errors and support the ongoing migration from MongoDB to PostgreSQL. Make clear prioritization decisions across a broad roadmap, balancing technical complexity, customer value, team capacity, and measurable business impact. Partner closely with Product, Design, and adjacent engineering teams to establish direction, align priorities, and deliver high-quality experiences. Maintain strong team health, provide technical and career guidance, and help engineers perform effectively through demanding or repetitive workloads. Set a high engineering bar for quality, simplicity, reliability, experimentation, and sustainable delivery. Requirements: 3+ years of engineering management experience, ideally leading teams of 6–10+ engineers working on customer-facing products. Proven experience leading growth or conversion programs using metrics, A/B testing at scale, funnel analysis, and experimentation. Demonstrated experience scaling products for enterprise or multi-location customers. Strong prioritization and decision-making skills, with the ability to turn a roadmap larger than the available team capacity into clear, focused execution priorities. Strong technical credibility across full-stack web development, particularly React, TypeScript, and Node.js. Experience working with data-intensive systems and modern web architectures. Ability to balance hands-on technical involvement with effective people and engineering leadership. Demonstrated commitment to team health, with experience supporting engineers through periods of high workload or repetitive operational demands. Excellent cross-functional collaboration skills and the ability to work effectively with Product, Design, and engineering partners. Strong product intuition and a focus on measurable customer and business outcomes. Comfort operating with urgency, ambiguity, and a bias toward simple, practical solutions. Experience with technologies such as Next.js, MongoDB, PostgreSQL, Temporal, Datadog, or experimentation platforms is valuable. Benefits: Remote-first, 100% remote role available to candidates based in Canada or the United States. Estimated base salary of $250,000–$270,000, depending on experience and location. Generous pre-IPO equity package. Comprehensive health coverage. Unlimited paid time off. Additional employee perks and benefits. Opportunity to lead a high-impact customer-facing product area with direct influence on revenue and conversion. Significant ownership over engineering strategy, product direction, experimentation, and team development. Opportunity to work with a modern TypeScript-based stack spanning React, Next.js, Node.js, PostgreSQL, Temporal, and Datadog. Remote-first environment with a globally distributed team.

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