IT and Security Leader Fractional

u003cdivu003eu003ch2u003eFractional Head of Information Technology u0026Securityu003c/h2u003eu003cpu003eu003cemu003eMUST BE CURRENTLY BASED IN THE PITTSBURGH AREAu003c/emu003eu003c/pu003eu003cpu003eu003cemu003e(Opportunity to Transition to Permanent Role)u003c/emu003eu003c/pu003eu003cpu003eu003cstrongu003eOur clientu003c/strongu003e is a rapidly growing insurance services organization formed in 2023 by a seasoned leadership team with a shared vision for modernizing how independent agencies operate. With multiple partner agencies already in place and an active growth strategy underway, the organization is seeking a u003cstrongu003eFractional Head of Information Technology u0026Securityu003c/strongu003e to help build, connect, and secure the technology foundation that will support long-term scale.u003c/pu003eu003cpu003eThis is a u003cstrongu003ehands-on, high-impact roleu003c/strongu003e ideal for a technology leader who enjoys working in an entrepreneurial environment and wants the opportunity to help shape both near-term execution and long-term strategy. As the organization grows, this role is expected to evolve into a u003cstrongu003efull-time, permanent leadership positionu003c/strongu003e.u003c/pu003eu003chru003eu003ch3u003ePosition Overviewu003c/h3u003eu003cpu003eThe Fractional Head of IT u0026Security will serve as the u003cstrongu003ecentral technology leaderu003c/strongu003e across all partner agencies, owning IT strategy, cybersecurity, systems integration, and day-to-day technology enablement. This individual will balance u003cstrongu003estrategic planning with practical executionu003c/strongu003e—from desk-side support and vendor coordination to future-state architecture and data security.u003c/pu003eu003cpu003eYou will work closely with executive leadership and external technology partners to streamline systems, connect data across agencies, and ensure secure, compliant operations as the organization scales.u003c/pu003eu003chru003eu003ch3u003eKey Responsibilitiesu003c/h3u003eu003cpu003eu003cstrongu003eTechnology Strategy u0026Leadershipu003c/strongu003eu003c/pu003eu003culu003eu003cliu003eu003cpu003eDevelop and execute a technology roadmap aligned with business growth and acquisition strategyu003c/pu003eu003c/liu003eu003cliu003eu003cpu003eAct as a trusted advisor to leadership on current and future technology needsu003c/pu003eu003c/liu003eu003cliu003eu003cpu003eEvaluate emerging technologies to improve efficiency, security, and scalability across agenciesu003c/pu003eu003c/liu003eu003cliu003eu003cpu003eHelp define what “good” technology looks like for a modern, multi-agency insurance platformu003c/pu003eu003c/liu003eu003c/ulu003eu003cpu003eu003cstrongu003eSystems Integration u0026Enablementu003c/strongu003eu003c/pu003eu003culu003eu003cliu003eu003cpu003eOversee IT operations and technology standards across all owned agenciesu003c/pu003eu003c/liu003eu003cliu003eu003cpu003eConnect systems, data, and workflows to improve visibility, reporting, and efficiencyu003c/pu003eu003c/liu003eu003cliu003eu003cpu003eSupport agency leadership with technology adoption, training, and best practicesu003c/pu003eu003c/liu003eu003cliu003eu003cpu003ePartner with third-party providers supporting hardware, infrastructure, and implementationu003c/pu003eu003c/liu003eu003c/ulu003eu003cpu003eu003cstrongu003eCybersecurity u0026Risk Managementu003c/strongu003eu003c/pu003eu003culu003eu003cliu003eu003cpu003eEstablish and maintain security standards to protect agency and client datau003c/pu003eu003c/liu003eu003cliu003eu003cpu003eEnsure appropriate controls, access management, and data protection practices are in placeu003c/pu003eu003c/liu003eu003cliu003eu003cpu003eLead vendor risk assessments and oversee third-party security postureu003c/pu003eu003c/liu003eu003cliu003eu003cpu003eDevelop incident response, disaster recovery, and business continuity plansu003c/pu003eu003c/liu003eu003c/ulu003eu003cpu003eu003cstrongu003eHands-On Support u0026Executionu003c/strongu003eu003c/pu003eu003culu003eu003cliu003eu003cpu003eProvide pragmatic, solutions-oriented support ranging from troubleshooting to process improvementu003c/pu003eu003c/liu003eu003cliu003eu003cpu003eServe as the escalation point for technology issues across the organizationu003c/pu003eu003c/liu003eu003cliu003eu003cpu003eTranslate business needs into practical, secure technology solutionsu003c/pu003eu003c/liu003eu003c/ulu003eu003cpu003eu003cstrongu003eVendor u0026Partner Collaborationu003c/strongu003eu003c/pu003eu003culu003eu003cliu003eu003cpu003eAct as the primary liaison with external technology partners supporting development and infrastructureu003c/pu003eu003c/liu003eu003cliu003eu003cpu003eManage vendor relationships, contracts, and service levelsu003c/pu003eu003c/liu003eu003cliu003eu003cpu003eEnsure technology investments align with business priorities and ROI expectationsu003c/pu003eu003c/liu003eu003c/ulu003eu003chru003eu003ch3u003eIdeal Backgroundu003c/h3u003eu003culu003eu003cliu003eu003cpu003eExperience leading IT in a u003cstrongu003esmall, high-growth, or startup-style environmentu003c/strongu003eu003c/pu003eu003c/liu003eu003cliu003eu003cpu003eProven ability to operate comfortably at both the u003cstrongu003estrategic and tactical levelsu003c/strongu003eu003c/pu003eu003c/liu003eu003cliu003eu003cpu003eStrong understanding of systems integration, data flows, and security fundamentalsu003c/pu003eu003c/liu003eu003cliu003eu003cpu003eExperience supporting multiple business units or locations is strongly preferredu003c/pu003eu003c/liu003eu003cliu003eu003cpu003eBackground in insurance, financial services, or other regulated environments is helpful but not requiredu003c/pu003eu003c/liu003eu003c/ulu003eu003chru003eu003ch3u003eTechnical u0026Professional Skillsu003c/h3u003eu003culu003eu003cliu003eu003cpu003eBroad IT leadership experience covering infrastructure, applications, security, and vendorsu003c/pu003eu003c/liu003eu003cliu003eu003cpu003eStrong working knowledge of Microsoft-based environments (Microsoft 365, SharePoint, etc.)u003c/pu003eu003c/liu003eu003cliu003eu003cpu003eExperience with cloud or hybrid environmentsu003c/pu003eu003c/liu003eu003cliu003eu003cpu003ePractical cybersecurity and data protection experienceu003c/pu003eu003c/liu003eu003cliu003eu003cpu003eAbility to communicate complex technical concepts to non-technical stakeholdersu003c/pu003eu003c/liu003eu003c/ulu003eu003chru003eu003ch3u003eWhy This Role Stands Outu003c/h3u003eu003culu003eu003cliu003eu003cpu003eu003cstrongu003eFractional flexibilityu003c/strongu003e with a clear path to a permanent leadership roleu003c/pu003eu003c/liu003eu003cliu003eu003cpu003eOpportunity to u003cstrongu003ebuild from the ground upu003c/strongu003e rather than inherit legacy systemsu003c/pu003eu003c/liu003eu003cliu003eu003cpu003eDirect access to executive leadership and influence over company directionu003c/pu003eu003c/liu003eu003cliu003eu003cpu003eA true “player/coach” role with visibility, autonomy, and long-term upsideu003c/pu003eu003c/liu003eu003cliu003eWhile this is a VP title role you must be willing to work at all levelsu003c/liu003eu003c/ulu003eu003c/divu003e ', 'location ': 'Pittsburgh, PA ', 'remote ':null, 'jobtype ': 'directhire ', 'remoteoption ': 'hybrid ', 'featuredonjobboard ':false, 'ownedbyagency ':false, 'externalid ': 'PA84-2751169

Created: 2026-01-14