Head of Software Systems – Business Enablement
Posted 18hrs ago
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Job Description
Head of Software Systems leading a 300+ application portfolio for The Fedcap Group, a global nonprofit advancing economic well-being. Driving modernization, architecture, AI, adoption, vendors, and team growth.
Responsibilities:
- Lead management, optimization, governance, and lifecycle of all software systems across The Fedcap Group’s international footprint
- Define and execute a multi-year systems roadmap aligned with organizational growth
- Drive platform rationalization and consolidation
- Identify and scale AI, automation, and emerging capabilities within software platforms
- Lead system administration, configuration, and functional support across a 300+ system and vendor portfolio
- Establish standards for configuration, release management, testing, change control, documentation, and production readiness
- Design application role and permission models with Security and Compliance
- Coordinate vulnerability remediation, upgrades, patches, vendor maintenance, data archival, and disaster recovery requirements
- Build and lead the business partnership function between technology and business operations
- Establish systems service catalog, intake, prioritization, escalation paths, and satisfaction targets
- Lead implementations, upgrades, and migrations from requirements through stabilization, including UAT, deployment readiness, training, and post-launch support
- Monitor utilization and adoption and develop remediation plans
- Lead systems and application architecture, integration patterns, interoperability standards, and architecture reviews
- Partner with Software Engineering and Data & Analytics on integrations, data quality, reporting, and dependencies
- Manage software vendors, licensing, service levels, budgets, forecasting, negotiations, renewals, and purchasing decisions
- Lead vendor business reviews and ensure contractual accountability
- Support RFPs, proposals, pre-acquisition due diligence, and post-acquisition systems onboarding and harmonization
- Build, coach, and lead a high-performing distributed team
Requirements:
- Bachelor’s degree in Information Systems, Business, Engineering, Computer Science, or related field
- 10+ years in enterprise applications, business systems, or digital transformation roles
- 5+ years in leadership
- Proven success leading major system implementations, migrations, adoption programs, and platform rationalization across multiple business units or entities
- Experience managing distributed teams, business-facing technology functions, and third-party software vendors
- Strong working knowledge of Oracle Fusion ERP and enterprise platforms spanning CRM, case management, student management, and EHR
- Familiarity with modern SaaS administration
- Understanding of application integrations, APIs, identity and access management, role-based permissions, release management, application security fundamentals, and AI and automation capabilities within software platforms
- Strong capability in application portfolio management, software licensing, service management, and technology financial optimization
- Business-first leadership style with strong customer orientation and focus on measurable operational outcomes
- Ability to build trusted relationships with executives, operational leaders, technical teams, vendors, and end users
- Comfortable operating in a federated, international organization undergoing significant transformation
- ITIL, PMP, Prosci, business analysis, TOGAF, and/or relevant platform certifications preferred
- Advanced degree preferred
- Experience leading application architecture, integration standards, and architecture reviews across a complex, multi-entity organization preferred
Benefits:
- $40,000 performance bonus
- Medical, Dental & Vision
- Life/AD&D & Long-Term Disability
- Flexible Spending Account (FSA)
- Commuter Benefits
- 403(b)
- Wellness Program
- Benefits may vary by location and business unit

















