Summary
Work History
Education
Skills
Certification
Timeline
Generic

RAYMOND SIROTA

IT Leader
Ashburn,United States

Summary

Implementer and Leader for Corporate Vision, Change, Growth, and Performance Improvement

Proven leader with over 20 years of Service Delivery, IT Operations, Project Management and Integration experience. Excited about working on a senior executive team making joint decisions on investments, customer-facing solutions and accomplishing organization objectives. Highly skilled in determining the best strategies for important issues and decisions that affect the organization at all levels.

Solutions-Focused | Transparent | Transformative Leader | Results-Driven

Work History

IT Operations Manager

Stripe
Remote, VA
06.2021 - 07.2022
  • Served as the IT Operations Manager in charge of Vendor Management, Onboarding/Offboarding, Inventory Management, and Fleet Management
  • Worked cross functionally with the Corporate Engineering and People Operations teams to help further automate the onboarding and offboarding processes at Stripe to help meet the growing FTE/Contractor/Intern classes. For 2021, over 3500 FTEs were onboarded
  • Accountable for the M1 Refresh project which replaced the worldwide Engineering organizations 3000+ Intel based laptops with the M1 chip laptops
  • Focused on Inventory Management and worked closely with Procurement and Finance to ensure proper forecasting of hardware and software needs. Also worked cross functionally to onboard ServiceNow to the company for use as an Asset Management system
  • Successfully passed Security Review to allow contingent workers to credential machines at Stripe. This was rejected many times over the past 3 years
  • Worked with Internal and external audit teams to define and prove compliance with various audits such as SOX and Quarterly Security Field Day tasks
  • and Quarterly Security Field Day tasks

Head of IT (CIO)

Helm Services (subsidiary Of Stripe)
Baltimore, MD
10.2019 - 06.2021
  • Program Manager for HQ buildout in Baltimore, MD and responsible for day one functionality. Duties included overseeing the physical buildout, working with various vendors on network buildout and A/V implementation, physical wiring of desks, laptop/desktop provisioning, inventory, and physical security.
  • Developed all IT/IT Security/Physical Security functions/processes including: Service Desk, Systems Administration, IT Security, Physical Security, A/V, and Desktop Support.
  • Implemented, configured, and administered the following applications/services: GSuite Admin/GSuite, FreshService, Zoom, Slack, Asana, Dreamhost, Gentech, and JamfNow/JamfPro.
  • Created documentation for numerous processes including the following policy documents: Configuration Management, Remote Access, Physical and Environmental Security, Password Management, Information Security, IT Incident Handling, Identity and Access Management, Backup, Asset Management, Network Security, and Machine Configuration.
  • Created technology roadmap and IT operating budget for 2020 and 2021.
  • Hired 4 team members that included CISO, IT Security Program Manager, Systems Administrator, and Desktop Support. Mentored our Systems Administrator and promoted him to his first manager role.

Senior Manager

Nuaxis Innovations/Truestone LLC
Sterling, United States
02.2014 - 02.2019

Enterprise IT Operations Manager

  • Reported to and served as a designated representative of the Contractor’s Program Manager
  • Managed thirty-three (33) direct reports supporting fourteen (14) sites across America
  • Provided leadership, mentoring and coaching for the following disciplines: Network Engineering, Systems Engineering, Systems Administration, Citrix Administration, Web Development, and Project Management
  • Worked closely with the security team to ensure risk-balanced security measures are integrated into IT projects and network configurations
  • Served as liaison for corporate, client and end-user objectives
  • Facilitated management of large projects which impacted three major bureaus
  • Accountable for ensuring services are delivered based on Service Level and Operational Level Agreements (SLAs and OLAs)

IT Integrations Manager

  • Managed eleven (11) direct reports supporting fourteen (14) sites across America
  • Provided leadership, mentoring and coaching for the following disciplines: Systems Engineering, Web Development and Citrix Engineering
  • Implemented and completed high visibility enterprise projects such as PIV enforcement, IE 11 upgrade, Data Migrations, and Citrix NetScaler implementation
  • Coordinated government and contractor Integrated Product Teams (IPTs) to collaborate and implement solutions
  • Provided project status reports and facilitated required meetings for the client and stakeholders

• Provided project status reports and facilitated required meetings for the client and stakeholders

Chief Information Officer

IDM
Reston, VA
04.2013 - 12.2013
  • Joined the start-up to assist with solving various business problems
  • Responsible for integrating and overseeing the development of internal business systems
  • Ensured the full execution of all client contracts
  • Audited processes necessary for business compliance and recommended appropriate solutions
  • Developed the annual IT budget and forecasted budget
  • Managed the move of the IT infrastructure for headquarter office move to a new location
  • Implemented the project plan for a multi-phased video teleconference (VTC) implementation

Senior Systems Engineer/Technical Project Manager

Abacus Technology
Sterling, VA
02.2009 - 04.2013
  • Ensured the stability, integrity, and efficient operation of the information systems which included monitoring, maintaining, supporting, and optimizing all network configurations, software and associated operating systems
  • Managed a team of project managers, system administrators and engineers
  • Successfully completed several high visibility projects such as migration from Microsoft Exchange to Gmail for an enterprise with customers assigned across the United States
  • Created and maintained all project documentation including Project Plans, Charters, Project Schedules, Risk Registers, various process documents, and FAQ's for the end-users
  • Served as the primary escalation point for the AD/Messaging Team, Service Desk, and Desktop Teams
  • Participated in weekly DOI Technical Implementation meetings; Monitored and answered questions logged in the IT Tester and Google Guides Issues log
  • Participated in Microsoft sessions to review USGCB settings, reviewing/editing software tier listings, and creating operating system build
  • Traveled to Alaska, Colorado, Texas, and New Orleans to train technicians and assist with project related issues
  • Served temporarily as primary SCCM administrator which required performing system maintenance, installing and configuring SCCM extensions (Quest Xtensions), working with Microsoft on SCCM related issues, creating reports for various teams including the database administrator
  • teams including the database administrator

Education

Bachelor of Science - Elementary Education

University of Delaware
Newark, DE
08.1995 - 05.1998

Skills

Vision & Mission Planning

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Certification

ITIL V3 Foundations

Timeline

IT Operations Manager

Stripe
06.2021 - 07.2022

Head of IT (CIO)

Helm Services (subsidiary Of Stripe)
10.2019 - 06.2021

Senior Manager

Nuaxis Innovations/Truestone LLC
02.2014 - 02.2019

Chief Information Officer

IDM
04.2013 - 12.2013

Microsoft Certified IT Professional (MCITP) Server Administrator

05-2011

ITIL V3 Foundations

05-2010

Senior Systems Engineer/Technical Project Manager

Abacus Technology
02.2009 - 04.2013

Bachelor of Science - Elementary Education

University of Delaware
08.1995 - 05.1998
RAYMOND SIROTAIT Leader