Ryan O'Keeffe

VP Cloud Infrastructure & Operations

Trend Health Partners

Jul 2024 - Current (2 years 3 months)

VP, Cloud Operations & Enterprise Security

Icario

Nov 2022 - May 2024 (1 year 7 months)

Developed & executed long-term strategies for cloud operations (cloud engineering, corporate technology, site reliability engineering) & enterprise security aligned with business goals including reducing cloud platform costs by 30% YoY.

Led HITRUST compliance initiatives, oversaw the establishment, implementation, and maintenance of controls across all platforms, fostered a culture of continuous compliance - successfully achieved r2 certification.

Delivered frequent, comprehensive updates and reports directly to the C-suite and executive leadership, providing vital insights and strategic guidance on cloud operations and security matters.

Negotiated and managed all tech vendor relationships, resulting in a 20

Sr. Director, Cloud Operations & Enterprise Security

Icario

Dec 2021 - Nov 2022 (1 year)

Sr. Director, Cloud Operations & Architecture

Icario

Aug 2021 - Dec 2021 (5 months)

Directly managed all aspects of the technology operations group, including Corporate Technology, Production Support, Cloud Operations, Platform Engineering, Architecture, and Enterprise Security, ensuring alignment with organizational goals and objectives.

Defined and established comprehensive security strategies, policies, and procedures to protect organizational assets and data, ensuring compliance with HITRUST, HIPAA, and other relevant regulations.

Designed and implemented secure architectures and solutions, including network security, data encryption, and secure application development practices, to safeguard against cyber threats and vulnerabilities.

Led the transformation of the organization's securit

Director, Cloud Architecture & Engineering

Icario

Oct 2020 - Aug 2021 (11 months)

Provided leadership and guidance to Cloud Engineers and Site Reliability Engineers directly as well as the oversight of the Site Reliability Operations Manager and his growing group.

Oversaw organization wide production support activities, including incident response, problem resolution, and escalation management to minimize downtime and ensure service continuity.

Developed and managed budgets for all infrastructure and production support activities, optimizing resource allocation to meet business needs effectively.

Collaborated organization wide with other teams, business units, and external vendors to align technology strategies with business objectives and ensure smooth integration with existing systems a

Director, Cloud Architecture & Site Reliability

NovuHealth

Oct 2019 - Oct 2020 (1 year 1 month)

Manager - Technology Architecture & Innovation // Site Reliability Engineering

NovuHealth

Jan 2019 - Oct 2019 (10 months)

Created rapid prototypes to validate concepts and secure support from Senior and Executive Leadership for new initiatives and staffing through demonstrated ROI.

Partnered with product and development teams to shepherd technical solutions and POCs through the formal development process, ensuring successful integration and user adoption as fully supported features within the platform.

Formalized the SRE liaison practice, integrating SRE team members with engineering teams to act as advocates, evangelists, and consultants, ensuring that products were developed with performance, monitoring, and stability in focus.

Led recruitment, hiring, and onboarding processes for the teams, building a talented and cohesive t

Manager - Technology Architecture & Innovation

NovuHealth

Oct 2018 - Feb 2019 (5 months)

Principal Cloud Architect

NovuHealth

May 2015 - Oct 2018 (3 years 6 months)

Rapidly onboarded to a new environment by independently acquiring a comprehensive understanding through proactive analysis of infrastructure, pipelines, and existing systems. Documented findings for future reference.

Led knowledge transfer initiatives through interviews with key personnel across the organization, ensuring a smooth transition and identifying opportunities for improvement.

Spearheaded the design, development, and implementation of secure, scalable, and cost-effective cloud solutions. Selected and architected the optimal cloud platform based on specific business needs.

Established application performance monitoring, logging, and troubleshooting processes to optimize application, system, and ser

Cloud Engineer - Technical Architect

SPS Commerce

Oct 2014 - May 2015 (8 months)

●Contribute directly in architecture governance providing standards around frameworks, practices, and processes for application development, build, and deployment
●Institute and enforce build and deploy practices as well as architecture requirements for AWS cloud environments and to enable CI/CD
●Work with the Security Operations team to establish patterns to secure the operations and data of applications against theft, loss or other disasters
●Participate in availability, outage, and security incident identification and resolution
●Auditing and enforcement of multiple AWS accounts, ensuring that all resources meet the resource requirements
●Creating recommendations for AWS reserved instance purchases and other cos

Senior Systems Engineer - Data Center Engineering

SPS Commerce

May 2012 - Oct 2014 (2 years 6 months)

●Responsible for the deployment, configuration, and ongoing operations of physical and virtual infrastructure, applications, and products
●Align Operations team with Development teams to develop, scale, and improve production systems and services.
●Deliver recipes, modules, scripts and templates for use with continuous automation & integration of reproducible cloud resources
●Consistently evolve the automation and intelligence of operational processes to increase uptime and improve resilience
●Monitor and maintain multiple public-facing web and SaaS applications
●Manage development repositories, build automation and application deployment activities
●Monitor and administer systems to provide appropriate documen

Consultant - Logistics Integration

SPS Commerce

Mar 2011 - Aug 2012 (1 year 6 months)

●Primary technical contact, implementing specialized supply chain document exchange and translation solutions for clients, specifically related to third party logistics and transportation
●Develop and execute testing plans with multiple partners according to project schedules and guidelines
●Test translation and flow of of electronic data between vendors, suppliers and transportation networks
●Complete production installs of solutions into the data center, confirming connectivity between the involved parties
●Monitor production data flow and request/execute required technical bug fixes

Notable Accomplishments:
●Member of a cross-departmental team that established best practices and standards for service a

I

Officer

Innovative Engineers

Jan 2010 - Sep 2010 (9 months)

Contributing member of a team that developed a 10,000-Watt Wind Turbine for disadvantaged people in developing nations.
• Design constraints include utilization of readily available parts found in the community, e.g. a junk yard
• Developed documentation for construction of the wind turbine in language neutral format
• Documented the design, the processes including design decisions, calculations, and procedure for the ongoing development of the turbine (including controller, blade, and tower designs)

Established and currently manage the InnovativeEngineers.us website, Facebook group, twitter and YouTube accounts

X

IT Systems Engineer + Owner

Xtreme Technology Services Inc

Jan 2006 - Mar 2016 (10 years 3 months)

Manage all aspects of a small entrepreneurial business established in 2006 that supplies computer, networking and telecommunication sales and service to primarily the business and non-profit segment.

Maintain customer relationships by promptly addressing customer product, service, and support needs including managing resistance to new implementations by addressing the importance of IT in business operation.

Plan, execute, and follow up with projects, prioritizing customer requests such as minimizing downtime, customization, and deadlines while presenting information in a manner understood by the customer.

Solicit feedback from customers with an integrated helpdesk, following up with concerns and areas for

B

Director of IT Systems Administration

Best Solutions Inc

Jan 2003 - Jan 2006 (3 years 1 month)

Responsible for diagnosing technical issues in both comprehensive enterprise environments as well as home user settings. Installed, upgraded, and removed equipment including: networking routers/switches, firewalls, servers, workstations and telephony equipment. Installed cat5e, cat6, cat3 and other low voltage cables. Engaged and tracked high priority issues with timely documentation, escalation (if appropriate), resolution and closure of trouble tickets.

Promoted to Director of IT Systems Administration.
• Assumed business administrative tasks when the owner was out of state for several weeks at a time. Tasks included: invoicing, deposits, employee dispatch, time tracking, & customer relations
• Established new IT

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Ryan O'Keeffe

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