Jonathan Zaleski

With over 20 years of experience spanning startups, Fortune 500s and R&D teams, Jonathan blends deep technical expertise with a sharp product mindset to architect high-performing, scalable systems. 

At HappyFunCorp, he leads platform architecture and engineering strategy across diverse client engagements. He partners with cross-functional teams to tackle complex challenges, from cloud infrastructure migrations to AI-driven automation, ensuring technical solutions align with long-term business goals. His role also bridges strategy and execution, dividing his time between sales engineering, operational leadership and thought leadership initiatives on emerging technologies like generative AI. 

Prior to HappyFunCorp, Jonathan played a pivotal role in scaling infrastructure and optimizing performance at companies such as Wayfair, and he pioneered emotional AI and automated QA workflows at Applause Labs, advancing digital quality and crowd testing. He has also contributed to high-profile projects for brands like Tesla and FTX, bringing a pragmatic, people-process-technology approach to every challenge. Jonathan’s open-source contributions—including sidekiq-max-jobs, resque-retry and pymssql—are widely adopted in engineering communities worldwide. His expertise has been featured in Forbes and DevOpsDigest, where he shares insights on DevOps, digital transformation and the future of software development. 

Outside of work, he’s a dedicated runner, cycling enthusiast and proud dad to three kids and *seven* dogs.