Top Tech Jobs & Startup Jobs in Calgary

Monitor merchant transactions and behaviors to detect fraud, compliance, chargeback, ACH, and other payment risks. Investigate and document cases in Salesforce, validate bank account changes, perform KYC/KYB refreshes, support monitoring programs and reporting, escalate critical issues, and drive process improvements across risk operations while collaborating with cross-functional teams.

Lead a portfolio of 5–7 software business units to drive growth, operational excellence, product innovation, and M&A integration. Coach business leaders, set KPIs, support AI/automation opportunities, manage P&L, and ensure data-driven decision making and cross-unit alignment.

Full-cycle B2B Account Executive responsible for prospecting, qualifying, demoing WinePOS/WineCommerce/WinePayments, closing deals, and handing off accounts to Implementation. Represent the brand at events and manage pipeline, negotiations, and account details to meet sales targets.

Lead strategic cloud and select on-premise software initiatives end-to-end: plan and track scope, budget, timeline, risks, and deliverables. Use AI tools to accelerate project execution and commercialization, coordinate cross-functional teams, provide executive reporting, and drive strategic milestone achievement and continuous improvement.

Design, develop, and execute manual and automated test plans for web and desktop applications. Build and maintain test automation frameworks and API tests, perform cross-browser/device and performance testing, validate data via SQL, integrate tests in CI/CD pipelines, and collaborate with DevOps and product teams in an Agile/AI-driven lifecycle.

Manage post-sale implementations of Club Caddie software: schedule client meetings, collect data, create and run project plans, configure systems to client needs, train users, document customizations, track deliverables and milestones, provide estimates and billing for additional work, and coordinate training materials with education team.

Manage and grow a book of existing WinePOS/WineCommerce accounts through regular outreach, demos, and upsells. Maintain CRM data, identify expansion opportunities (hardware/software), generate referrals, and coordinate handoffs to Implementation. Build strong customer relationships and close expansion sales to meet revenue targets.

Source and develop M&A acquisition pipeline by researching vertical markets, identifying targets, and building founder/executive relationships. Execute prospecting campaigns (email, calls, in-person), communicate investment strategy, track interactions in Salesforce, analyze outreach performance, and coordinate with M&A execution to advance qualified opportunities through diligence and deal execution.

Own the ProviderSoft product backlog and translate client and stakeholder needs into precise, AI‑elaborated specifications. Drive discovery, prioritize work, ensure release readiness, validate UX and workflows, and partner with engineering, client services, and sales to deliver B2B SaaS features for complex, workflow-driven platforms.

Lead and scale a distributed engineering organization responsible for enterprise software. Own engineering strategy, execution, quality, delivery predictability, CI/CD and DevOps, AI-enabled software development, regulatory compliance (HIPAA/SOC2), estimation, metrics, and cross-functional partnerships to deliver measurable customer and business outcomes.