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Highstreet Insurance Partners · 4 weeks ago

Director, Information & Technology Security

Chicago, IL

Full-time

Hybrid

Mid, Senior Level

$160K/yr - $180K/yr

6+ years exp

Highstreet Insurance Partners is one of the fastest-growing insurance agencies in the U.S., dedicated to serving and protecting customers while empowering its internal teams. The Director of Information & Technology Security will design and implement the company's security program, focusing on practical risk reduction and operational security across various domains.

Auto InsuranceCommercial InsuranceHealth Insurance

Responsibilities

Own identity security strategy and execution across Entra ID and Microsoft 365

Implement and maintain conditional access, MFA, and privileged identity management

Establish baseline access standards and least-privilege models

Reduce identity-based risk and credential abuse across the enterprise

Partner with IT Operations on identity lifecycle management and access reviews

Oversee endpoint protection, device compliance, and EDR capabilities

Partner with Intune and Device teams to enforce security baselines

Improve detection and response through MDR and telemetry

Reduce endpoint-based attack surface and configuration drift

Ensure security controls scale across acquired environments

Lead data loss prevention (DLP), insider risk, and sensitive data protection efforts

Partner with IT and Legal on data classification and protection strategies

Improve visibility into sensitive data usage and movement

Reduce data exfiltration risk across cloud and endpoint environments

Support investigations and response to insider-related events

Improve visibility into SaaS usage and shadow IT

Partner with Technology teams on secure application access and posture

Support future-state cloud app security capabilities

Ensure security controls align with business workflows, not disrupt them

Own incident response planning and execution

Partner with SOC / MDR providers to ensure effective detection and response

Lead security investigations and post-incident remediation

Establish clear runbooks, escalation paths, and communication protocols

Provide executive-level visibility into incidents, risks, and remediation progress

Support security diligence for acquisitions

Assess security posture of acquired entities

Partner with Technology Operations to prioritize remediation

Drive security standardization post-close without disrupting operations

Qualification

Identity & Access ManagementEndpoint securityIncident responseMicrosoft 365 securityData loss preventionSecurity operationsIT OperationsExperience in mid-market environmentsCommunication skills

Required

6–10+ years in information or technology security roles

Experience operating security in mid-market or PE-backed environments

Strong background in Identity & Access Management (Entra ID / Azure AD)

Strong background in Endpoint security and EDR

Strong background in Microsoft 365 security stack

Strong background in incident response and security operations

Ability to balance security requirements with business realities

Experience partnering with IT Operations, Infrastructure, and vendors

Strong communication skills with both technical and non-technical leaders

Benefits

Employer Paid Life & AD&D

Employer Paid Short- & Long-term disability

Paid Holidays

401k with employer match

Health, Vision, and Dental insurance

Company

Highstreet Insurance Partners

Highstreet is a national insurance agency with 170+ partners and 2300 employees across the continental US offering an extensive range of personal and business coverage solutions.

Founded in 2018

Traverse City, Michigan, USA

1001-5000 employees