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Christopher Fry

Executive Engineering Leader specializing in product strategy and scaling teams

South Bend, INFRACTIONAL PRODUCT AND TECHNICAL ADVISOR23 years experienceExecutiveConsultingE-commerceHealthcare IT
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About

Engineering leader (Sr Director/VP) with healthcare marketplace and e-commerce/art marketplace experience who has shipped AI-driven pricing, scaled engineering teams rapidly, and navigated messy legacy integrations. Currently doing fractional tech advisory, leading a migration from self-hosted infrastructure to Google Cloud using IaC while mentoring a junior developer and modernizing security/patching posture.

Experience

FRACTIONAL PRODUCT AND TECHNICAL ADVISORJuke Technologies Inc.
PRINCIPALPreflective Solutions
HEAD OF ENGINEERINGManufactured
SENIOR DIRECTOR OF ENGINEERINGCareRev
DIRECTOR OF SOFTWARE ENGINEERINGSourceability
VP OF ENGINEERING & PROGRAM MANAGEMENTSaatchi Art
DIRECTOR OF TECHNOLOGYTrueCar
DIRECTOR OF ENGINEERING, ECOMMERCETicketmaster/Live Nation

Education

University of Notre Damebachelor, Computer Engineering

Key Strengths

  • Built business-aligned technology roadmaps via stakeholder/OKR alignment
  • Delivered AI-based pricing capability in a healthcare staffing marketplace
  • Handled complex integrations with antiquated healthcare facility software (incl. reverse engineering)
  • Scaled product engineering from ~20 to ~60 in 18 months (CareRev; ~100 total eng org)
  • Designed and operationalized a recruiting pipeline and hiring rubric with limited recruiting resources
  • Bridged organizational silos to align ML and product teams to deliver on roadmap
  • Maintains hands-on technical oversight (architecture input, code reviews) while handling exec responsibilities
  • Led migration from self-hosted (two servers) to GCP to improve scalability/security for a small team
  • Implemented/overhauled Agile processes during organizational change (post-acquisition)
  • Builds innovation/accountability in distributed teams through demos, transparency, and async updates

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Languages

English

Skills

AI Developer ToolsAgentic AI WorkflowsApplication DevelopmentArchitectureAutomated BuildsAWSBudget ManagementBusiness Process AutomationCI/CDCode ReviewsContinuous IntegrationContract NegotiationCross-Functional LeadershipData AnalyticsDeveloper Mentoring