Steve Osborne is a seasoned software leader with 12 years of industry experience and a proven record of building and scaling high-performance engineering teams across fintech and enterprise SaaS. He combines hands-on development roots—spanning Java, Spring, front-end frameworks and DevOps—with servant leadership to deliver time-sensitive, high-value projects and significantly reduce production incidents. At UKG and Ultimate Software he led multi-team initiatives including a 100+ service GCP migration, large-scale security agent deployments, and a feature-flag rollout that improved release flexibility for thousands of tenants. Now at Wealthsimple he continues to blend technical ownership with people-first management, optimizing Agile processes and hiring/onboarding at scale. Colleagues describe him as pragmatic, engagement-focused, and unusually attentive to operational telemetry and incident playbooks that keep customers happy.
12 years of coding experience
8 years of employment as a software developer
for Bachelor's of Engineering, Computer Engineering, Co-op, for Bachelor's of Engineering, Computer Engineering, Co-op at University of Waterloo
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Steve Osborne - Senior Software Developer at Wealthsimple