Alexandra Wynn Email & Phone Number

Chicago, Il, Us

Boston, Massachusetts, Us

o Led three international teams of Azure and AWS Cloud Infrastructure experts, overseeing SaaS infrastructure operations, including SRE, IaaS and PaaS provisioning across Azure and AWS cloud, networking and network security (Barracuda WAF, Azure Firewalls, F5 BIG-IP AWAF, F5 next-gen firewall), and IaC (Infrastructure as Code) practices to accelerate operation. o Developed and executed a comprehensive cloud strategy aligned with the organization's goals of profitability, scalability, security, and business continuity.o Upheld support for SaaS platforms utilized by over 100 P&C insurance carriers, where any outage could result in multimillion-dollar losses, maintaining high availability and transactional integrity in high-stakes environments under the pressure of exacting customers’ demands.o Built and led a high-performing IT teams, where people feel inspired, safe, and fulfilled, fostering a culture of continuous improvement, professional growth, innovation, agile practices, and collaboration.o Established and maintain strategic relationships with technology vendors and service providers. Negotiate contracts and explore and evaluate potential technology partnerships to drive innovation.o Oversaw the design and deployment of scalable, reliable, secure, and cost-effective cloud infrastructure.o Promoted IaC (Infrastructure as Code) practices for automated deployment and management (Azure Pipelines, PowerShell, Ansible)o Implemented cost-saving measures by optimizing cloud resource usage to meet margin targets.

Boston, Massachusetts, Us

o Established and enforced robust security measures to protect cloud infrastructure and data.o Conducted regular governance audits and implemented disaster recovery and business continuity plans. o Led and oversaw cloud migration of existing workloads and applications (over 10 large AWS to Azure migrations, over 400 environments of Barracuda to F5 Big-IP migrations).o Mentored teams through cloud infrastructure modernization initiatives to reflect P&C insurance SaaS product suite transformation from a monolithic IaaS-based technology stack to a multi-tenant microservices PaaS architecture, resulting in reduced costs and improved efficiencies.o Advised the executive team on emerging technology trends and their potential impact on the business.

Chicago, Il, Us

o Building a mindshare, creating a foundation of enterprise cloud strategy for Alight, executing Cloud Adoption Framework to accelerate a transition of VMWare-based on-prem infrastructure to modern, fully automated AWS platforms. Partnering with others to influence mindset transition from server dependency to cloud agnostic microservices architecture leveraging a variety of PaaS technologies.o Running the team of AWS evangelists, providing technical guidance on AWS design, governance, performance, scalability, security, operations and cost control best practices. o Established IaC (Infrastructure as Code) practice by implementing VMware vRealize Automation and Orchestration suite to automate self-service deployment and day 2 operations. This enhanced operational agility from weeks to hours, enforced standardization and multi-cloud readiness with broad extensibility across private and public clouds.o As part of infrastructure separation (Alight divestiture from AON), created and executed a technical strategy for complex and multi-faceted AWS migrations. Completed within 4 month, ahead of schedule, eliminating $135K monthly TSA charges.o Provided oversight for key initiatives, such as major infrastructure upgrades, security compliance program, on-boarding and integration of large off-shore team.o Led operational and maintenance effort to deliver best-in-class platform infrastructure. This includes optimizing all aspects of the infrastructure eco-system, including performance, resiliency, availability, resource utilization, disaster recovery, life-cycle, security, compliance, and innovation.

Miami, Fl, Us

o Spearheaded Cloud adoption – Evangelist and Architect, as well as Program Manager: POC, infrastructure and applications assessment, Azure Active Directory, ADFS, security and architecture, PowerShell automation to migrate virtual machines to the cloud (Azure, AWS).o Championed standardization of Global infrastructure to reduce complexity, save costs, eliminate redundancies. o Led transition of regional tools (SolarWinds, SCOM, Nagios) to unified monitoring solution (Zenoss, Dynatrace). o Authored ITPA (IT processes automation) with workflows and PowerShell. o Led major infrastructure upgrade projects for business-critical applications from Windows Server 2003 to 2012, from SQL Server 2005 to 2012, as well as TFS, BizTalk, and SharePoint upgrades.o Implemented ADFS (Active Directory Federation Services) to act as IP-STS (Identity Provider Security Token Service) for the large SharePoint extranet, integrated with .NET apps, IBM Cognos BI, QlikView. o Enhanced security posture by implementing strict multifaceted governance and enforcement automation (SharePoint workflows, Active Directory and PowerShell) to simplify audit and attestations.

Clients:Rotary International http://www.rotary.org/AON Insurance http://www.aon.comDiamondCluster International http://www.diamondconsultants.comClick Commerce http://www.clickcommerce.comCNA Insurance http://www.cna.com/

Evanston, Il, Us

o Led conversion of the legacy apps into public SharePoint web site (www.rotary.org) with over 150 custom web parts across hundreds of multilingual pages: solution architecture, PowerShell automation, technical mentoring, refactoring, and performance tuning. o Implemented SharePoint integrations with .NET apps, PeopleSoft, Facebook, Avectra netFORUM, Amazon S3 web services, DISQUS, Global Collect Payment Processing Services, and SAP Business Objects Reports. Designed Oracle-based membership provider. o Managed off-shore teams for cost effective SharePoint development and deployment.

Designed LVS Installer – configurable installation routines for programmatic web deployment.

Implemented several key applications. Technical mentoring, performance analysis, capacity planning.

Implemented modular CGI application comprised of series plug-'n-play modules designed for browser-based access of data stores, extranet personalized reporting, cross-browser UI for data-driven web site development. Written using the CGI interface of Microsoft Internet Information Server and/or Netscape Enterprise Server.