IT Support & Systems Administration Specialist

Oladipupo Adenowun

Valley Stream, New York ***** 347-***-**** *********.********@*****.*** LinkedIn Oladipupo Adenowun Page 1 of 3

EXECUTIVE SUMMARY

Resourceful IT and software professional with a strong foundation in software development, technical support, and systems troubleshooting, combining deep problem-solving ability with user-focused service delivery. Experienced in administering enterprise systems, resolving complex technical issues, and supporting users across fast-paced environments. Strengthened IT capabilities through extensive Jobskillshare systems administration training and hands-on lab work in Active Directory, Office 365, imaging, and endpoint management. Known for rapid learning, clear communication, and consistently delivering reliable, high-quality technical support.

● Active Directory

Administration

● Office 365 Administration

● Technical Troubleshooting

● Windows 10/11 Deployment

● Systems Administration

● End-User Support

● Software Debugging

● Ticketing Systems

(Jira/ServiceNow/etc.)

● Networking Fundamentals

● User Account & Permission

Management

● Device Imaging & Configuration

● Incident Resolution

PROFESSIONAL EXPERIENCE

Information Technology Member December 2024 – Present JOBSKILLSHARE — Skills-Based IT Training Remote

Gained hands-on systems administration and IT support experience through structured labs and simulations focused on real-world enterprise environments. Supported multiple technical functions including user administration, system deployment, and troubleshooting across Active Directory, Office 365, Windows endpoints, and network-based environments. Built and managed test environments to strengthen core IT operational skills and enhance readiness for service desk and systems support roles.

● Built and configured an Active Directory test environment, managing user accounts, permissions, and group policies to mirror real enterprise workflows.

● Administered a simulated Office 365 tenant, resolving user access, email, and calendar issues while applying best- practice configuration steps.

● Executed end-to-end Windows 10/11 imaging and deployment using structured documentation, improving accuracy and consistency across lab systems.

● Diagnosed and resolved operating system, application, and network issues across multiple lab scenarios, strengthening troubleshooting efficiency.

● Completed extensive hands-on technical labs that enhanced proficiency in enterprise system administration and real-world IT support operations.

Technical Onboarding Specialist April 2024 – Present Amplify Brooklyn, NY

Serve as a technical lead for onboarding and implementation across a large customer portfolio, ensuring accurate enrollment, licensing, and configuration of Amplify’s digital learning platforms. Coordinate cross-functionally with engineering, sales, and integration partners to maintain data integrity, troubleshoot complex issues, and streamline onboarding workflows. Support customer readiness through diagnostics, training, and proactive issue prevention to drive successful product adoption.

● Managed end-to-end onboarding for 200+ school and district accounts annually, ensuring 100% accuracy in enrollment, licensing, and entitlement setup.

● Resolved 150+ technical issues per quarter involving access, entitlements, and configuration by leveraging SQL queries, log analysis, and system diagnostics—maintaining 98% SLA adherence for response and resolution times. Oladipupo Adenowun

Valley Stream, New York 11580 347-***-**** *********.********@*****.*** LinkedIn Oladipupo Adenowun Page 2 of 3

PROFESSIONAL EXPERIENCE CONTINUED

● Conducted detailed root-cause analyses that reduced recurring customer complaints by 25% and shortened troubleshooting time by 30% through targeted process improvements.

● Partnered with Engineering and integration providers (Clever, ClassLink) to escalate and document software defects, improving defect resolution speed by 20% through clearer diagnostics and reproducible test cases Customer Experience Analyst March 2023 – December 2024 The HCI Group Jacksonville, FL

Supported customer experience operations for a global healthcare IT consulting organization, analyzing feedback, optimizing service workflows, and delivering data-driven insights to product, support, and leadership teams. Customer Service Manager January 2021 – February 2023 Navient Herndon, VA

Led a 25-member customer service team within a high-volume financial services environment, overseeing performance management, workflow optimization, and service delivery improvements. Senior Customer Service Representative July 2019 – December 2020 Divurgent Virginia Beach, VA

Supervised and coached a 12-member customer service team within a fast-paced healthcare IT support environment, ensuring consistent service quality, SLA compliance, and adherence to organizational standards. Customer Service Representative October 2017 – June 2019 Global Contact Services (GCS) Long Island, NY

Delivered front-line customer support in a high-volume contact center environment, managing inquiries across phone, email, and chat channels

Business Support Manager October 2017 – June 2019

Great Brands Nigeria Limited Long Island, NY

Led IT-enabled business operations for a large FMCG distribution network, managing a 15-member technical support and data operations team. Oversaw system uptime, user support, workflow optimization, and automation initiatives across 30 states. Provided technical assistance to more than 2,000 field reps and ensured accurate, real-time system access for 40,000+ customers. Collaborated with stakeholders and end-users to improve system performance, enhance data integrity, and strengthen overall IT operational efficiency.

● Supported daily system operations for 2,000+ field users, providing troubleshooting, access management, issue resolution, and escalation support across multiple platforms and devices.

● Identified system bottlenecks and collaborated with cross-functional teams to deliver automation improvements, reducing manual processes and improving operational accuracy.

● Led system optimization and data-driven route expansion projects that increased system utilization and supported customer growth from 40,000 to 75,000 in 3 years.

● Managed a 15-member IT support and analytics team, improving ticket turnaround times, strengthening reporting accuracy, and enhancing end-user support workflows. Oladipupo Adenowun

Valley Stream, New York 11580 347-***-**** *********.********@*****.*** LinkedIn Oladipupo Adenowun Page 3 of 3

EDUCATION & CREDENTIALS

Bsc. Computer Science

Computer Science

University of Lagos – Lagos, Nigeria

Advanced Diploma in IT Studies

Computer and Information Technology

NIIT Education & Training Center – Lagos, Nigeria

ITIL® Foundation Certificate in

IT Service Management

Axelos

Certified through 2027

Certified in Cybersecurity

ISC2

Certified through 2027

Technical Skills

● LAN, WAN, WI-FI,

TCP/IP, DHCP, DNS

● Windows 10, 11, Server

2016, 2019, Linux OS,

Mac OS

● Microsoft Office 365,

Salesforce, Various

Third-Party Applications

● ServiceNow,

Zendesk

● Zoom, Teams

Remote Tools,

Webex, Google

Meet

● Windows Hardening,

Windows Defender

● Google IT Support,

COMPTIA A+ (On-Going)

● Azure Active Directory,

Microsoft endpoint

manager

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