Top Tech Jobs & Startup Jobs in Toronto

Lead the technical design and delivery of banking features at Cash App, collaborating across teams, driving architecture improvements, and mentoring engineers.

Manage a portfolio of mid-market sellers, expanding use cases and technical solutions, negotiating contracts, and providing exceptional client service.

Lead design and implementation of Neighborhoods mobile experiences across Cash App and Square. Shape cross-team architecture, stay hands-on with iOS development (SwiftUI, Workflow), drive integrations for discovery, ordering, loyalty, and fulfillment, mentor engineers, and apply AI-assisted workflows to accelerate development and quality.

Lead global M&A, investments, and post-closing tax integration/compliance. Partner with internal and external stakeholders on structuring, perform tax modeling (e.g., Sections 382/383), research complex tax issues, manage income tax audits, and support Treasury, state planning, and special tax projects.

Lead and own a portfolio of issuer and processor partner relationships end-to-end. Drive partner onboarding, technical integration, BIN setup, approvals, pilot and GA readiness. Coordinate cross-functional stakeholders, define milestones, mitigate risks, build governance/SLAs/incident protocols, and advise leadership on partner strategy and regulatory changes. Engage executive partners and use AI tooling to streamline reporting and diligence.

Lead technical direction and architecture for Neighborhoods mobile across Cash App and Square. Drive cross-organizational integration, remain hands-on in iOS development (SwiftUI, Workflow), apply AI-native engineering practices, mentor engineers, and collaborate with backend, web, Android, product, and design partners to deliver reliable, scalable mobile experiences.

Design and build features for the SFS banking platform, onboard Block products, build secure fault-tolerant systems handling sensitive financial data, ensure service reliability, remediate incidents, and create durable operational fixes.

The Staff Software Engineer will develop and execute technical strategies for Cash App Banking, lead architectural decisions, and mentor engineers, focusing on innovative financial solutions.

Lead Square-wide Trust strategy across Risk and Identity, own high-stakes Trust initiatives as a hands-on DRI, coach senior PMs, and drive metrics for Risk Loss Rate, Seller Trust, access expansion, and ecosystem health while coordinating Product, Engineering, Compliance, Legal, and Operations.

Design, build, test, and maintain enterprise integrations and automations across procurement, finance, and supply chain systems using MuleSoft and Zip iPaaS. Develop Python tools, write and optimize SQL, collaborate with stakeholders, ensure scalability and security, monitor production integrations, and contribute to documentation and DevOps practices.