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Christopher Fry

Executive Engineering Leader specializing in product strategy and scaling teams

Juke TechnologiesUniversity of Notre DameSouth Bend, IN23 Years ExperienceExecutive LevelWorks On-Site

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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.

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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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Experience

FRACTIONAL PRODUCT AND TECHNICAL ADVISORJuke Technologies Inc. · Apr 2025 – Presentfreelance
PRINCIPALPreflective Solutions · Jun 2023 – Presentfreelance
HEAD OF ENGINEERINGManufactured · Jan 2024 – May 2024
SENIOR DIRECTOR OF ENGINEERINGCareRev · May 2021 – Jun 2023
DIRECTOR OF SOFTWARE ENGINEERINGSourceability · May 2019 – May 2021
VP OF ENGINEERING & PROGRAM MANAGEMENTSaatchi Art · Oct 2013 – Aug 2017
DIRECTOR OF TECHNOLOGYTrueCar · May 2011 – Feb 2013
DIRECTOR OF ENGINEERING, ECOMMERCETicketmaster/Live Nation · May 2001 – May 2011

Education

University of Notre Damebachelor, Computer Engineering

Languages

English

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Christopher FryExecutive Engineering Leader specializing in product strategy and scaling teams