Summary
Overview
Work History
Education
Skills
Accomplishments
Affiliations
Certification
References
Timeline
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Rebecca Osleger

Suffield,CT

Summary

Intelligent IT Manager with a 20-year record of leadership experience in areas such as infrastructure development and management, application support and security optimization. Focused on satisfying customer needs through robust, innovative and forward-thinking solutions. Demonstrated success as operational leader, articulate communicator and practiced influencer. Collaborates across functions to outline and achieve project targets. Skilled in building solid business solutions based on methodologies and engineering principles. Complex problem-solver skilled in developing proposals, integrating technologies and managing projects.

Overview

23
23
years of professional experience
1
1
Certification

Work History

Director of Technology

Town of Suffield
Suffield, CT
07.2005 - Current
  • Evaluated vendor proposals against predetermined criteria in order to select the most suitable solution provider based on cost and benefit analysis.
  • Analyzed workflows and established priorities for daily operations.
  • Communicated relevance of organizational goals, policies and procedures to IT department staff.
  • Created detailed reports on technology performance metrics including uptime statistics, response times and resource utilization.
  • Established standards for data backup strategies, disaster recovery plans, system access controls and user authentication protocols.
  • Regularly tested security technologies and implemented network penetration assessment tools.
  • Provided organizational leadership and collaborated with executive partners to establish long-term goals, strategies and company policies.
  • Collaborated with vendors on hardware and software procurement decisions in order to maximize cost savings while meeting quality standards.
  • Oversaw technological improvements, successfully reducing waste and eliminating business bottlenecks.
  • Developed IT strategies and set into place all infrastructure policies.
  • Established relationships with key stakeholders in order to understand their needs and requirements.
  • Worked successfully with diverse group of coworkers to accomplish goals and address issues related to our products and services.
  • Conducted regular assessments of current technology infrastructure in order to identify areas needing improvement or upgrades.
  • Developed data security and disaster recovery procedures.
  • Monitored emerging technologies to identify potential areas for innovation.
  • Collaborated with cross-functional teams to define features and build powerful and easy-to-use products and customer-facing workflow tools.
  • Coordinated with other departments to ensure successful implementation of IT projects.
  • Developed processes and procedures for troubleshooting complex technical issues.
  • Fostered collaboration and development of new practices by business leaders.
  • Ensured compliance with company policies regarding data security and privacy regulations.
  • Managed IT staff, including hiring, training, mentoring, and evaluating performance.

Manager, Technology and Information Systems

IN-STORE OPPORTUNITIES, INC.
Middletown, CT
01.2002 - 06.2025
  • Designed databases to support business operations with appropriate security measures.
  • Detected and resolved data quality issues and discrepancies for integrity and quality control.
  • Tested applications prior to deployment in order to verify functionality against requirements.
  • Tracked user access rights within a multi-user environment to ensure security compliance standards are met.
  • Partnered with project management teams on development of scope and timelines.
  • Trained users on new technologies related to their roles within the organization.
  • Ensured compliance with all applicable laws related to information technology use.
  • Negotiated to secure favorable quotes and contracts for supplies.
  • Kept project teams on-task with proactive control of budgets, schedules and scopes.
  • Delivered products to customer locations on time.
  • Recruited, trained and supervised IT department staff.

Education

Master of Science - Leadership And Negotiation

Bay Path University
Longmeadow, MA
05-2022

Skills

  • Disaster Recovery
  • Client Relationship Management
  • Budget Control
  • Project Leadership
  • Budget Administration
  • Infrastructure Development
  • Operational Reporting
  • Managing Security Breaches
  • Resource Allocation
  • Staffing and Recruiting
  • Supplier Relations
  • Change Management

Accomplishments

  • 2022 Connecticut Education Network Outstanding Leadership Award
  • Bypath Leadership Program - Leadership and Negotiation Award

Affiliations

Leadership on State Boards

Certification

  • Local Agency Security Officer (LASO) for emergency services
  • Project Management Certification
  • CISA Certification

References

References available upon request.

Timeline

Director of Technology

Town of Suffield
07.2005 - Current

Manager, Technology and Information Systems

IN-STORE OPPORTUNITIES, INC.
01.2002 - 06.2025

Master of Science - Leadership And Negotiation

Bay Path University
Rebecca Osleger