Head of Software Systems & Business Enablement

The Fedcap Group•REMOTE, United States

2h•$180,000 - $220,000•Remote

About The Position

The Fedcap Group (TFG) is seeking a strategic, business-oriented Head of Software Systems & Business Enablement to lead the management, optimization, and lifecycle of all software systems across TFG’s international footprint. This role will ensure our platforms are reliable, well-governed, cost-effective, and positioned to harness innovation and AI so the business can operate efficiently and scale. Reporting to the SVP, Enterprise Applications & Digital Platforms, the Head of Software Systems & Business Enablement will serve as the bridge between business operations and technology, partnering with business leaders and technology peers to translate business needs into sustainable system capabilities. Additionally, the Head of Software Systems & Business Enablement, will own a portfolio of 300+ systems and vendors, drive rationalization, adoption, and lifecycle discipline, while shaping the team needed to deliver.

Requirements

Bachelor’s degree in Information Systems, Business, Engineering, Computer Science, or related field (advanced degree preferred).
10+ years in enterprise applications, business systems, or digital transformation roles, including 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, with demonstrated depth in one or more major platforms and 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 a focus on measurable operational outcomes.
Adept at building trusted relationships with executives, operational leaders, technical teams, vendors, and end users.
Comfortable operating in a federated, international organization undergoing significant transformation.

Nice To Haves

ITIL, PMP, Prosci, business analysis, TOGAF, and/or relevant platform certifications preferred.
Experience leading application architecture, integration standards, and architecture reviews across a complex, multi-entity organization preferred.

Responsibilities

Partner with the SVP to define and execute a multi-year systems roadmap aligned with TFG’s growth.
Drive platform rationalization and consolidation in alignment with enterprise architecture and technology strategy.
Identify, evaluate, and scale AI, automation, and emerging capabilities within TFG’s software platforms, in alignment with enterprise AI governance and security standards.
Lead system administration, configuration, and functional support across TFG’s software portfolio, including Oracle Fusion ERP and platforms supporting CRM, case management, student management, electronic health records, and fundraising.
Own a portfolio of 300+ systems and vendors with named business and technical owners, documented business purpose, criticality, cost, dependencies, and lifecycle status.
Establish standards for configuration, release management, testing, change control, documentation, and production readiness.
Design and maintain application role and permission models in partnership with Security and Compliance.
Coordinate application vulnerability remediation, upgrades, patches, and vendor-supported maintenance.
Execute data archival and destruction in line with retention policy and ensure continuity and disaster recovery requirements for critical applications are documented and tested.
Build and lead a business partnership function that serves as the primary relationship layer between technology and business operations.
Create a consistent engagement model to understand business processes, pain points, and automation opportunities, and translate them into configuration, workflow, integration, reporting, or development needs.
Establish a systems service catalog with standardized intake, prioritization, escalation paths, and measurable satisfaction targets, prioritizing requests with the SVP and business leaders by value, risk, cost, and capacity.
Lead software implementations, upgrades, and migrations from requirements through stabilization, including UAT, deployment readiness, training, and post-launch support.
Drive change management so new capabilities are embedded in day-to-day operations, not treated solely as technology deployments.
Monitor utilization and adoption and develop remediation plans where systems are underused or processes remain manual.
Lead the systems and application architecture function, including the systems landscape, application architecture, and integration patterns.
Represent the systems domain on the Enterprise Architecture Review Board, providing systems-domain review and sign-off within delegated authority.
Own business application integration requirements and interoperability standards, partnering with Software Engineering on technical delivery.
Partner with Data & Analytics to improve data quality at the source and enable reliable enterprise reporting.
Ensure system changes account for downstream data, reporting, identity, security, and infrastructure dependencies.
Manage the software vendor lifecycle, including onboarding, performance, licensing, and service levels.
Manage the approved systems and software vendor budget in partnership with the SVP and Finance, including forecasting, analysis of license utilization, overlapping functionality, and total cost, and reporting realized savings separately from cost avoidance.
Lead quarterly business reviews with strategic vendors and hold vendors accountable to contractual commitments.
Partner with Procurement, Finance, and Legal on software negotiations, renewals, and purchasing decisions.
Partner with Security and Compliance on logging and audit readiness to meet standards such as HIPAA, SOC 2, PIPEDA, GDPR, and ISO 27001.
Provide systems expertise and solution architecture input to business proposals and RFP responses.
Assess systems, applications, data dependencies, and contracts during pre-acquisition due diligence.
Lead post-acquisition systems onboarding, migration, and harmonization using a repeatable integration playbook.
Build, coach, and lead a high-performing team, shaping the roles and capabilities needed to deliver the systems strategy.
Establish clear ownership, service standards, priorities, and performance measures across the team.
Develop team capability across business applications, business analysis, change management, and vendor management.