Microsoft 365 & Digital Systems Administrator (Remote)

Managed Information Technology, Microsoft 365, Website, and Digital Information Services Woodlawn Chamber of Commerce Issue Date: August 2026 The Woodlawn Chamber of Commerce seeks proposals from qualified firms or consultants to provide comprehensive technology management and support services. 1. Organizational Overview The Woodlawn Chamber of Commerce is a Chicago-based nonprofit organization dedicated to promoting and supporting business development to improve the quality of life for Woodlawn residents. The Chamber works with businesses, residents, and community stakeholders to advance economic development, entrepreneurship, workforce opportunities, neighborhood revitalization, and community engagement. Its mission includes building community knowledge, business wealth, and social well-being through education, business support, resource development, beautification initiatives, and employment training. 2. Purpose The Chamber seeks a trusted technology partner to provide ongoing management, support, and strategic guidance for its digital infrastructure. The selected vendor will serve as the primary technology resource for the organization and staff, ensuring reliable operations, security, productivity, and compliance with recognized industry standards. 3. Scope of Services A. Microsoft 365 Tenant Administration • Microsoft 365 tenant administration • User account creation, modification, and deactivation • License management and optimization • Security configuration and monitoring • Microsoft Entra ID administration • Multi-factor authentication management • Email administration and troubleshooting • Microsoft Defender configuration and monitoring • Data retention and backup recommendations • Compliance and security best-practice implementation • Quarterly reviews and recommendations B. WordPress Website Management • WordPress core updates • Plugin management and updates • Theme maintenance • Website security monitoring • Malware detection and remediation • Website backup management • Performance optimization • Uptime monitoring • Troubleshooting website issues • Management of forms, integrations, and third-party tools • Recommendations for improving usability, accessibility, and security • Emergency response for website outages C. Staff IT Support Services • End-user technical support • Email and collaboration troubleshooting • Device configuration assistance • Software installation and support • Remote support services • Assistance with file access and permissions • Technology guidance and recommendations • Resolution of routine IT requests • Escalation management for complex technical issues D. Microsoft SharePoint and Microsoft Teams Support • SharePoint site administration • Document library design and organization • Permissions and access management • SharePoint governance recommendations • Microsoft Teams administration • Team and channel configuration • Collaboration workflow support • Training and user adoption assistance • Document management best practices • Integration recommendations E. Digital Information and Password Management • Organizing and maintaining digital records • Establishing document retention practices • Developing folder structures and file-management standards • Improving information accessibility and security • Implementing and managing an enterprise password-management solution • Secure credential storage and access controls • Shared account management procedures • Documentation of administrative credentials • Staff password policies • Secure onboarding and offboarding procedures • Multi-factor authentication • Principle of least privilege • Backup and recovery planning • Incident response planning 4. Vendor Qualifications Experience supporting nonprofit organizations, Microsoft 365, SharePoint, Teams, WordPress, cybersecurity, and information governance. 5. Proposal Requirements Company information, experience, references, service approach, staffing, pricing, and service-level commitments. 6. Evaluation Criteria Relevant experience, nonprofit expertise, service quality, security capabilities, references, responsiveness, and value.