Top Tech Jobs & Startup Jobs in Montreal

Leads creative and content strategy for growth marketing portfolios, connecting audience insights, product messaging, paid and unpaid channels, landing pages, and business outcomes. Owns messaging frameworks, testing roadmaps, creative development, performance reviews, experimentation, and optimization. Uses AI-enabled tools and cross-functional influence to scale winning concepts, improve conversion, and drive acquisition and consideration.

Leads the compliance program for Cash App Investing’s FINRA- and SEC-regulated broker-dealer business. Responsibilities include developing policies and controls, overseeing supervisory procedures, regulatory filings, communications review, complaints, examinations, remediation, AML coordination, vendor oversight, governance reporting, and regulator engagement. The role advises product, engineering, legal, marketing, and operations teams while building and managing a high-performing compliance organization.

Lead the technical direction and delivery of Bitcoin and stablecoin experiences for iOS across Cash App, Square, and Bitkey. Build and ship complex features end to end, establish architecture and shared systems, integrate backend services, improve testing and release safety, and mentor engineers. Collaborate across product, design, Android, web, and backend teams while applying AI-assisted development practices and contributing to secure, reliable customer experiences.

Leads the global operating system for seller onboarding, including KPI frameworks, business reviews, reporting, capacity planning, workforce modeling, financial support, process standardization, and continuous improvement. Partners cross-functionally to translate strategy into measurable plans and drives AI-enabled workflow adoption, training, and performance improvements across regions and delivery models.

Own activation and habituation growth for Cash App by setting strategy, managing the roadmap and experiment backlog, and shipping product, messaging, incentive, and personalization initiatives. Partner directly with Engineering, ML, Design, Analytics, and Marketing to diagnose funnels, run rigorous experiments, improve retention, and scale successful lifecycle programs. The role requires strong data analysis, CRM expertise, AI fluency, and end-to-end ownership of measurable growth outcomes.

Own the post-checkout customer experience for Square’s food ordering and retail ecommerce products. Set product strategy, prioritize improvements, coordinate cross-functional teams, define customer journeys, and ship dependable tracking, support, refund, pickup, delivery, and shipping experiences. Use customer research, behavioral data, AI tools, prototypes, and GitHub-based workflows to improve product quality, automate work, and measure outcomes such as resolution time, satisfaction, and repeat purchases.

Leads US seller onboarding operations across internal and vendor-supported teams, from post-sale handoff through go-live. Owns staffing, workforce planning, service quality, performance, and cost-to-serve. Drives operational improvements in activation, time-to-value, CSAT, SLA adherence, and productivity through process redesign, tooling, automation, and AI. Partners with Sales, Product, Finance, and regional teams while managing operational leaders and workstreams.

Supports identity and access management, troubleshoots internal business systems, resolves technical tickets, validates system functionality, manages engineering escalations, supports critical incidents, automates workflows, and documents resolutions. The role works across Salesforce, Amazon Connect, Okta, Jira, and other tools while partnering with support, product, and engineering teams to improve system reliability and user experience.

Leads Square’s global external workforce strategy for seller onboarding, overseeing vendors, third-party providers, and BPO partners. Establishes partner governance, SLAs, quality standards, scorecards, capacity frameworks, and performance mechanisms. Drives build-versus-buy decisions, cost optimization, partner operating models, and cross-functional alignment with Finance, Procurement, Legal, and regional operations. Manages partner operations teams while improving seller outcomes, scalability, consistency, and efficiency across markets.

Leads international seller onboarding operations across Europe, the UK, Australia, and APAC. Owns regional execution, staffing, vendor performance, market launches, localization, service levels, operational metrics, cost efficiency, and workflow improvements. Partners with Sales, Product, Finance, Legal, Compliance, and go-to-market teams while developing regional leaders and aligning local operating models with global standards. The role also uses AI to improve seller outcomes and internal workflows.