Engagement Lead - Microsoft 365
GuidePoint Security is seeking an experienced Engagement Lead to oversee client relationships and drive successful delivery of cybersecurity consulting engagements. In this senior role, you will serve as the primary point of contact for enterprise clients, ensuring projects are executed with precision, transparency, and measurable impact. The Engagement Lead will balance strategic oversight with hands‑on management, guiding cross‑functional teams, aligning solutions to client objectives, and fostering long‑term partnerships. This position is ideal for a professional who thrives in a boutique consulting environment, where agility, personalized service, and trusted advisory are central to delivering differentiated value.
Role and Responsibilities
Technical Oversight & Delivery: Proven ability to oversee technical delivery teams, ensuring quality, consistency, and alignment with client objectives.
Client Management: Skilled at building and maintaining executive-level relationships, translating technical outcomes into business value.
Escalation Management: Experienced in managing and resolving escalations, balancing client satisfaction with project scope and delivery realities.
Account Executive Partnership: Ability to collaborate with Account Executives to identify growth opportunities, shape proposals, and support pre-sales activities.
Leadership & Communication: Strong written and verbal communication skills with the ability to present to executives, lead workshops, and mentor technical teams.
Architectural Leadership: Lead the design, implementation, and lifecycle management of practice services.
Pre-Sales & Delivery Support: Contribute to the creation of Statements of Work (SOWs), Requests for Proposal (RFPs), and pre-sales solution design in partnership with Account Executives and delivery teams.
Modern Workplace Strategy: Define and implement strategies for secure, efficient, and user-friendly adoption of services across enterprise environments.
Security & Compliance: Establish and enforce enterprise-wide security and compliance frameworks, including data protection, insider risk management, and data loss prevention (DLP).
Zero Trust Enablement: Apply Zero Trust principles across cloud and hybrid environments, leveraging identity, access, and threat protection controls such as MFA, conditional access, and continuous verification.
Cross-Functional Collaboration: Partner with cybersecurity, compliance, and infrastructure teams to align cloud security architectures with regulatory, operational, and business requirements.
Integration Expertise: Design and implement integrations between cloud platforms, SaaS applications, security tools, and endpoint management solutions to ensure cohesive protection.
Automation & Optimization: Develop automation scripts, workflows, and orchestration processes to streamline administration, monitoring, and operational efficiency.
Technical Mentorship: Provide leadership, mentoring, and oversight to engineers and delivery teams, fostering knowledge transfer and consistent execution across regions.
Resiliency & Monitoring: Establish high-availability, disaster recovery, and monitoring strategies to ensure resilient and continuously protected cloud services.
Governance & Adoption: Define governance models, lifecycle policies, and adoption frameworks to maximize business value and ensure sustainable security practices.
Thought Leadership: Act as a subject matter expert for cloud security initiatives, migrations, and transformations, contributing to client roadmaps, executive briefings, and industry discussions.
Requirements
Technical Requirements
10+ years of IT experience with at least 6+ years focused on Microsoft 365 architecture, administration, and security.
Proven track record leading enterprise-scale Microsoft 365 and Entra ID deployments, migrations, and modernization projects.
Deep knowledge of Microsoft 365 services, including Exchange Online, Teams, SharePoint, and OneDrive.
Strong understanding of Microsoft 365 security and compliance capabilities such as Purview, DLP, Insider Risk, eDiscovery, and Information Protection.
Hands-on experience with automation and scripting (PowerShell, KQL, Graph API, Terraform, or equivalent).
Solid understanding of cloud computing concepts, architectures, virtualization, containers, infrastructure security, data security, encryption, management plane, business continuity, and identity entitlement/access management.
Familiarity with Microsoft Defender suite, Microsoft Sentinel, Intune, and Entra ID for identity integration and governance.
Experience with lifecycle management of Microsoft 365 services, including provisioning, governance, and decommissioning.
Minimum 2 years of experience with Microsoft 365 security suite capabilities such as Defender for Cloud Apps, Conditional Access, Microsoft XDR, Compliance Center, Insider Threat Management, DLP, MCAS, EOP, MFA, PIM, and PIP.
Minimum 2 years of experience with Microsoft Azure security capabilities such as Defender for Cloud, Sentinel, WAF, APIM, Azure Policy, and related governance tools.
Certifications (preferred)
Microsoft Certified: Microsoft 365 Certified Enterprise Administrator Expert, Security Administrator Associate, or Azure Solutions Architect Expert.
Engagement Lead - Microsoft 365
GuidePoint Security is seeking an experienced Engagement Lead to oversee client relationships and drive successful delivery of cybersecurity consulting engagements. In this senior role, you will serve as the primary point of contact for enterprise clients, ensuring projects are executed with precision, transparency, and measurable impact. The Engagement Lead will balance strategic oversight with hands‑on management, guiding cross‑functional teams, aligning solutions to client objectives, and fostering long‑term partnerships. This position is ideal for a professional who thrives in a boutique consulting environment, where agility, personalized service, and trusted advisory are central to delivering differentiated value.
Role and Responsibilities
Technical Oversight & Delivery: Proven ability to oversee technical delivery teams, ensuring quality, consistency, and alignment with client objectives.
Client Management: Skilled at building and maintaining executive-level relationships, translating technical outcomes into business value.
Escalation Management: Experienced in managing and resolving escalations, balancing client satisfaction with project scope and delivery realities.
Account Executive Partnership: Ability to collaborate with Account Executives to identify growth opportunities, shape proposals, and support pre-sales activities.
Leadership & Communication: Strong written and verbal communication skills with the ability to present to executives, lead workshops, and mentor technical teams.
Architectural Leadership: Lead the design, implementation, and lifecycle management of practice services.
Pre-Sales & Delivery Support: Contribute to the creation of Statements of Work (SOWs), Requests for Proposal (RFPs), and pre-sales solution design in partnership with Account Executives and delivery teams.
Modern Workplace Strategy: Define and implement strategies for secure, efficient, and user-friendly adoption of services across enterprise environments.
Security & Compliance: Establish and enforce enterprise-wide security and compliance frameworks, including data protection, insider risk management, and data loss prevention (DLP).
Zero Trust Enablement: Apply Zero Trust principles across cloud and hybrid environments, leveraging identity, access, and threat protection controls such as MFA, conditional access, and continuous verification.
Cross-Functional Collaboration: Partner with cybersecurity, compliance, and infrastructure teams to align cloud security architectures with regulatory, operational, and business requirements.
Integration Expertise: Design and implement integrations between cloud platforms, SaaS applications, security tools, and endpoint management solutions to ensure cohesive protection.
Automation & Optimization: Develop automation scripts, workflows, and orchestration processes to streamline administration, monitoring, and operational efficiency.
Technical Mentorship: Provide leadership, mentoring, and oversight to engineers and delivery teams, fostering knowledge transfer and consistent execution across regions.
Resiliency & Monitoring: Establish high-availability, disaster recovery, and monitoring strategies to ensure resilient and continuously protected cloud services.
Governance & Adoption: Define governance models, lifecycle policies, and adoption frameworks to maximize business value and ensure sustainable security practices.
Thought Leadership: Act as a subject matter expert for cloud security initiatives, migrations, and transformations, contributing to client roadmaps, executive briefings, and industry discussions.
Requirements
Technical Requirements
10+ years of IT experience with at least 6+ years focused on Microsoft 365 architecture, administration, and security.
Proven track record leading enterprise-scale Microsoft 365 and Entra ID deployments, migrations, and modernization projects.
Deep knowledge of Microsoft 365 services, including Exchange Online, Teams, SharePoint, and OneDrive.
Strong understanding of Microsoft 365 security and compliance capabilities such as Purview, DLP, Insider Risk, eDiscovery, and Information Protection.
Hands-on experience with automation and scripting (PowerShell, KQL, Graph API, Terraform, or equivalent).
Solid understanding of cloud computing concepts, architectures, virtualization, containers, infrastructure security, data security, encryption, management plane, business continuity, and identity entitlement/access management.
Familiarity with Microsoft Defender suite, Microsoft Sentinel, Intune, and Entra ID for identity integration and governance.
Experience with lifecycle management of Microsoft 365 services, including provisioning, governance, and decommissioning.
Minimum 2 years of experience with Microsoft 365 security suite capabilities such as Defender for Cloud Apps, Conditional Access, Microsoft XDR, Compliance Center, Insider Threat Management, DLP, MCAS, EOP, MFA, PIM, and PIP.
Minimum 2 years of experience with Microsoft Azure security capabilities such as Defender for Cloud, Sentinel, WAF, APIM, Azure Policy, and related governance tools.
Certifications (preferred)
Microsoft Certified: Microsoft 365 Certified Enterprise Administrator Expert, Security Administrator Associate, or Azure Solutions Architect Expert.