Senior Manager, Earnings Excellence The Engagement We’re hiring a Senior Manager–level independent contractor to operate at the intersection of Product, Engineering, Finance and Last-Mile Operations within a leading last-mile marketplace’s contractor earnings ecosystem. You’ll use data, structured analysis and cross-functional influence to identify operational friction, inform roadmap decisions and improve the end-to-end earnings experience for drivers. It’s a senior individual contributor seat with real surface area — translating business objectives into actionable programs, sharpening KPI visibility and driving systemic fixes that reduce defects and improve disbursement accuracy. Engagement details Type — Independent Contractor Level — Senior Manager Time commitment — Approximately 40 hours per week Duration — Initial engagement aligned to project milestones, with potential to extend Location — Remote, North America Working hours — North American business hours required Day rate / Contract value — Commensurate with experience — to be confirmed during introduction Start — ASAP What you’ll do Be the senior last-mile operator at the table — Bring operational ground truth to product and engineering decisions on earnings workflows. Translate ops needs into product inputs — Earnings requirements, compliance constraints and defect trends turned into clear engineering work. Lead structured root-cause analysis — Find the upstream system gaps behind recurring driver issues; drive long-term prevention, not reactive fixes. Strengthen data governance & integrity — Partner with Engineering and Data teams on master data quality and consistent earnings inputs across systems. Own the reporting & analytics framework — Visibility into disbursement accuracy, defect trends, operational health and earnings performance. Pull AI and ML into the toolkit — Earnings optimisation, anomaly detection, forecasting and automated defect identification. Automate the friction out — Manual workflows reduced and systemic errors eliminated through platform improvements. Influence roadmap prioritisation — Ground decisions in operational insight, performance metrics and long-term scalability. Establish operating rhythms — Cross-functional cadences that align product, compliance and operations. What you’ll bring 7+ years in BizOps, ProductOps, Program Management or Strategy & Ops — In complex, high-volume environments. Gig economy / contractor marketplace experience — You understand how driver economics and platform dynamics actually work. Strong analytical and systems thinker — You see the system, not just the symptom. Cross-functional leader — You’ve driven outcomes through influence, not org-chart authority. How you’ll know you’re succeeding A year in, success looks like: Operational signal — defect trends, KPIs, root-cause findings — is shaping the product roadmap in measurable ways. Reporting and analytics frameworks for disbursement accuracy and earnings performance are live and being used by the leadership team. At least two manual earnings workflows have been automated or eliminated, with measurable reduction in friction and defect rate. Bonus points Driver / worker earnings platform experience. Fintech or payments background. SQL or strong data fluency. ML/AI initiative exposure. MBA preferred. How we work Four behaviours show up in every project, every team, every conversation. Operators who love to help — We start with the end in mind. Where are you going, and how do we help you go further? We solve real problems and craft practical solutions — and we take the lead on the journey together. Candid, with a strong point of view — Being effective advisors means having the courage to take a view. We seek and give great feedback. We care enough to be honest — that’swhat helps clients (and each other) move forward. Humble and inclusive — hearing before solving — We may be experienced, but we’re always learning. We respect the people we meet on every journey, and we embrace what makes each of us different. Never satisfied with “good enough” — We push harder and dig for new perspectives. We’re tuned to where digital commerce is going next — and our solutions are built to actually help clients break through. How to apply Submit your application through our Deel portal. We read every CV and respond within 5 working days. Prefer email? Send your CV and a short note on why TOMORROW to careers@tomorrowretail.com — we’d love to hear from you. Equal opportunity TOMORROW is committed to building a team that reflects the diversity of the retailers and customers we serve. We welcome applicants of every background, identity, and experience. If you need any adjustments to take part in our hiring process, just let us know — we want to make this work for you. TOMORROW · Digital Retail Delivered