John Canfield
Senior Technical Program Manager @Zillow
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WORK HISTORY
Senior Technical Program Manager @Zillow
Birmingham, AL, US
Lead Core Tech M&A integrations at Zillow, coordinating cross-functional execution across 20+ teams and onboarding acquisitions ranging from $20M to $500M, including Follow Up Boss, Spruce, Aryeo, VRX, and Virtual Staging AI-Built and scaled Zillow’s Core Tech M&A Playbook, standardizing diligence-to-post-close execution and enabling faster integrations, improved resource forecasting, and over $1M in cost savings via app rationalization-Drove enterprise-wide PM tool rationalization across 60+ VPs, consolidating Smartsheet and Asana into Airtable, Jira, and Sheets; eliminated 1200+ licenses and delivered $40K+ in annual savings with additional savings forecasted in 2026 and 2027-Successfully led acquisitions under compressed timelines due to deal terms (e.g, onboarding 74 employees in 3 days for Spruce), ensuring 100% Day 1 systems access, secure endpoint deployment, and seamless employee experience -Matured Core Tech M&A program governance by implementing capacity modeling and resource tracking by deal phase across 15+ teams -Led Email and Google Drive migrations for multiple acquisitions (6), centralizing administration, strengthening security posture, and streamlining application environments across Zillow -Coordinated Slack Grid migration, improving DLP controls, litigation readiness, reporting visibility, and cross-functional collaboration across Zillow -Co-led Zillow’s attendee Build Together Summit, driving cross-functional collaboration across Product, Engineering, Marketing, and Design to provide an engaging and AI-focused 2-day event-Leverage AI daily (Claude and Claude Cowork, workflow automation, context prompting) to accelerate reporting by ~50% and research/documentation by ~75%, while evangelizing AI best practices across Core Tech to scale adoption -Led the migration of Zillow\'s Incident Management system from Opsgenie and Atenna into Rootly, centralizing the on-call, IM and Problem Management process into one system
EDUCATION
The University of Alabama
BS, Management Information Systems
SKILLS
ABOUT JOHN CANFIELD
Inspirer, strategic visionary, influencer, executor, activator, and relationship builder. Advocate for Strengths-based leadership. Technical Program Manager driving enterprise-scale M&A integrations while also leading and delivering on enterprise-wide strategic programs where execution, scale, and speed matter. I’ve led Core Tech teams across a combined $1 billion+ in acquisitions, 20+ cross-functional teams, and thousands of employees, serving as the end-to-end Core Tech M&A lead for acquisitions including ShowingTime, Follow Up Boss, Spruce, Aryeo, VRX, and Virtual Staging AI. My work spans diligence through post-close execution, ensuring acquisitions integrate faster, operate securely, and help accelerate time to value. I specialize in turning complexity into scalable solutions while driving multiple teams toward a common goal.I’m known for operating effectively in ambiguous, high-stakes environments; driving executive alignment, proactively surfacing risk, and translating complex technical and organizational challenges into clear decisions and outcomes. I also apply AI aggressively to accelerate program delivery and increase organizational leverage through shared learnings.
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