Top Tech Jobs & Startup Jobs in Calgary

Lead technically complex card-acquiring payment projects from design through production. Build and operate highly reliable payment systems, integrations, testing and certification tooling, and shared engineering frameworks. Analyze ISO messages, network mandates, routing, authorization, clearing, settlement, and processing costs. Provide technical direction, mentor engineers, participate in on-call operations, and establish safe AI-assisted engineering practices for critical financial systems.

Operate and mature Block’s global business resilience program across business continuity, disaster recovery, crisis management, operational resilience, third-party resilience, testing, reporting, and regulatory support. Identify risks, maintain recovery plans, coordinate exercises, track remediation, assess third parties, communicate resilience posture to leadership and Boards, and improve workflows through AI, automation, dashboards, templates, and self-service tools.

Lead product data engineering across architecture, data modeling, pipelines, monitoring, lineage, and data quality. Build reliable analytical datasets, support experimentation and machine learning use cases, and resolve business-critical pipeline issues. Partner with product and engineering stakeholders to translate business needs into automated data solutions. The role requires ownership of end-to-end data engineering projects, on-call participation, and development of AI-assisted monitoring and automation.

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.