Crawford & Company

VP, Cloud Engineering and Modernization

Crawford & Company$150K — $200K *
Information Technology
11 - 15 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor's degree preferred.
  • Deep understanding of Azure and AWS architectures.
  • Proven expertise in large-scale cloud migration programs.
  • Strong hands-on knowledge of Infrastructure as Code and Automation.
  • Advanced understanding of security controls, encryption, and monitoring patterns.
  • Experience with Docker, Kubernetes, and modern application platforms.
  • Working knowledge of FinOps principles and cost optimization strategies.
  • 15+ years in building and scaling cloud-native platforms.
  • 10+ years leading technical teams and large programs.

Responsibilities

  • Own and drive the enterprise cloud engineering strategy and modernization roadmap.
  • Lead end-to-end migrations from on-premises to Azure and AWS.
  • Partner with application teams to define migration approaches and ensure architecture meets requirements.
  • Establish Infrastructure as Code standards and automated provisioning.
  • Provide leadership to migration teams and manage vendor resources.
  • Drive operational readiness for migrated workloads, including monitoring and incident management.
  • Collaborate with security and compliance to incorporate requirements into cloud engineering.
  • Define KPIs for platform health and migration outcomes and communicate to stakeholders.

Benefits

  • Remote work flexibility with potential travel for key events.
  • Opportunity to shape and lead cloud engineering initiatives.
  • Ability to lead high-performing global teams.
  • Work on large-scale, impactful cloud modernization projects.
Full Job Description
Job Description

🚀 VP, Cloud Engineering & Modernization📍 Remote | Anywhere in the U.S.

We're looking for a visionary VP of Cloud Engineering & Modernization to lead and scale our cloud-native platforms. Reporting to the Chief AI, Data & Cloud Officer, this role drives cloud strategy, modernization, and continuous improvement across our infrastructure.

What You'll Do:
☁ Lead cloud platform strategy, migrations, and modernization
⚙ Own continuous cloud engineering (CloudOps, FinOps, Security, tooling)
🔐 Ensure platforms are secure, resilient, scalable, and cost-efficient
🤝 Partner closely with Kubernetes, application, and security teams
📈 Drive measurable outcomes while managing risk and compliance

Your Impact & Expertise:
• Strategic leader with a track record in cloud transformation
• Expert in driving large-scale platform modernization
• Strength in aligning engineering with business priorities
• Experience leading high-performing global teams
• Committed to innovation, resilience, and scalability

Make an impact at scale-join us and shape the future of cloud.

Responsibilities

  • Own and drive the enterprise cloud engineering strategy and its inputs into modernization strategy, roadmap, and delivery operating model (intake, prioritization, execution, and reporting) aligned to business and technology objectives.
  • Lead and govern end-to-end migrations of applications and workloads from on-premises environments to Azure and AWS, including assessment, dependency mapping, wave planning, and cutover execution.
  • Partner with application-teams to define migration approaches (rehost, replatform, refactor, retire) and ensure target-state architecture meets requirements for resiliency, performance, and supportability.
  • Establish, contribute to, and programatically enforce standards for Infrastructure such as Code, CI/CD, configuration management, and automated provisioning to enable repeatable delivery.
  • Provide leadership to Cloud Platform Engineering/Cloudops Migration teams and manage vendor/partner resources to deliver programs on schedule and within budget.
  • Drive operational readiness for migrated workloads, including monitoring, alerting, backup/restore, DR, incident/problem management, runbooks, and call/ escalation processes.
  • Collaborate with Security, Privacy, Risk, and Compliance to incorporate their requirements into cloud engineering.
  • Partner with FinOps and Cloudops Delivery and migration teams to implement cloud cost management practices, including tagging standards, budgets/forecasting, and ongoing optimization across Azure and AWS.
  • Define KPIs and reporting for platform health and migration outcomes (availability, performance, cost, security posture, delivery velocity), and communicate status, risks, and decisions to senior stakeholders.
  • Evaluate and introduce new cloud services, tooling, and reference architectures to improve reliability, security, scalability, and engineering efficiency.
  • Serve as an escalation point for critical cloud and migration issues, leading root cause analysis and driving preventative improvements.
  • Develop and maintain documentation (architecture standards, migration playbooks, landing zone patterns, runbooks) to ensure consistent execution and knowledge transfer.
  • Coach and mentor engineering leaders and senior engineers; support talent development, hiring/interviewing, and performance goals under supervision of the Chief AI, Data and Cloud Officer of the company.


Qualifications

  • Bachelor's degree preferred.
  • Deep understanding of cloud architectures and core services across Azure and AWS; ability to define reference architectures, landing zones, and platform standards for enterprise adoption.
  • Proven expertise in large-scale data center-to-cloud migration programs, including discovery/assessment, dependency management, wave planning, and cutover execution.
  • Strong hands-on knowledge of Infrastructure as Code and Automation
  • Advanced understanding of cloud networking, identity and access management, security controls, encryption/key management, and logging/monitoring patterns.
  • Experience with containers and orchestration (Docker, Kubernetes) and modern application platform patterns.
  • Working knowledge of FinOps principles, cost governance, tagging strategies, budgeting/forecasting, and optimization techniques.
  • Demonstrates strong leadership, manages stakeholders effectively, and communicates well; skilled at influencing both technical and non-technical teams to achieve results even in uncertain situations.
  • Strong documentation and program execution skills, including creation of playbooks, runbooks, standards, and KPI-based reporting.
  • 15+ years of experience in building and scaling cloud-native platforms.
  • 10 + years leading technical teams and/or large cross-functional programs, including vendor/partner management and matrix leadership.
  • Demonstrated success leading enterprise migration and modernization initiatives, with accountability for delivery timelines, risk management, and operational stabilization.
  • Experience building or operating multi-cloud or hybrid environments, including landing zone design, network connectivity, identity integration, monitoring, and governance controls.
  • Strong track record establishing engineering standards and operating procedures (IaC, CI/CD, automation, security-by-design) to improve consistency and efficiency.
  • Experience partnering with Security, Privacy, Risk/Compliance, and Internal Audit on control design and evidence collection in cloud environments.
  • Relevant cloud certifications preferred (e.g., Amazon Web Services Certified Solutions Architect).
  • Occasional travel may be required to support major program milestones, vendor engagements, or key stakeholder meetings.
    #LI-DV1


About Crawford & Company

Crawford & Company is an independent provider of claims management and outsourcing solutions to carriers, brokers, and corporations. The company's services include claims management, loss adjusting, and risk management consulting. Crawford & Company has operations in over 70 countries and offers services in more than 100 countries. The company was founded in 1941 and is headquartered in Norcross, Georgia.
Learn more about Crawford & Company
Size
9,000 employees
Market Cap
$259.4 million
Industry
Net Income
$28.3 million
5 Year Trend
-0.7%
Revenue
$1 billion

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