Develop and execute a forward-looking digital and technology strategy aligned with IslandWood’s mission and priorities.
Lead IslandWood’s digital transformation, identifying opportunities to modernize, automate, and simplify business processes across departments.
Establish and maintain clear systems of record, ensuring integration, logical data flows, and consistent use of information across platforms.
Stay ahead of and evaluate emerging technologies and tools, including AI, focusing on practical applications and cost-effective solutions that can advance mission delivery and improve user and customer experience.
Partner with leadership to prioritize initiatives, manage the IT budget, and guide investment decisions in technology and systems.
Serve as the primary advisor to the Leadership Team on technology-related strategy, innovation, and organizational impact.
Oversee, continuously improve, and hands-on configure/manage IslandWood’s portfolio of business applications, including Salesforce, Marketing Cloud Account Engagement, Active Network, Volunteer Hub, Eventbrite, Sage/Intact FormAssembly, and related integrations leveraging and optimizing our use of MS Office (Teams, SharePoint, Outlook, OneDrive, etc.).
Ensure applications are aligned, integrated, and optimized to support effective data management and efficient cross and intra-departmental workflows.
Lead system governance and improvement of the organization’s data model, including taxonomy, integrations, and system hierarchy along with consistent protocols for development, change requests, and user access.
Ensure proper standards are in place to establish and maintain data integrity.
Partner with departments to design digital workflows that enhance impact – addressing pain points, replacing manual processes and reducing duplication.
Manage relationships with technology vendors, consultants, and partners with system administrators to ensure high performance, cost effectiveness, and reliability.
Actively identify and address integration points between diverse platforms (e.g., Salesforce, SAGE, EventPro) to streamline data flow and reduce manual effort.
Develop and implement a knowledge management strategy that organizes, digitizes, and maintains institutional information in accessible and intuitive ways.
Define and document standard business processes, ensuring that technology solutions reflect and reinforce these standards.
Lead user training, adoption, and change management initiatives for both new and existing systems; digital tools and workflows are effectively used, and improvements are sustained.
Oversee and coordinate outsourced IT partners responsible for infrastructure, security, and support, ensuring performance aligns with contracts and organizational standards.
Partner with the IT Technician on day-to-day tech and operational needs, ensuring technology supports events, programs, and daily operations.
Collaborate with Communications and Web teams to maintain the technical performance and integration of IslandWood’s digital platforms.
Ensure all systems and data are secure, compliant, and aligned with best practices.

Requirements

Proven experience leading digital transformation, enterprise system integration, and business process optimization with a demonstrated ability to both strategize and implement solutions directly.
Demonstrated success in managing complex technology ecosystems comprising diverse platforms and cross-functional initiatives.
Strong project management, communication, and stakeholder engagement skills.
Strategic thinker who can translate vision into actionable plans and measurable outcomes.
Demonstrated success in sustained change of leadership and cross-functional collaboration.
Excellent communication skills with the ability to explain technical concepts to non-technical audiences.
Experience with Salesforce administration or oversight of similar CRM and related platforms including hands-on configuration, customization, and integration.
Demonstrated ability to train and empower non-technical staff in the effective use of software, including productivity suites like Microsoft Office.
A pragmatic, resource-conscious approach to technology, with experience identifying and implementing high-impact solutions within budget constraints.
Demonstrates sound decision-making under pressure, quickly diagnosing issues and problem-solving in a proactive manner.
Demonstrates excellent judgement and ability to juggle multiple competing priorities.
Must pass child safety screening.
Must be able to comply with and maintain a smoke-free and drug-free work environment.

Benefits

100% IslandWood paid Medical, or a low employee contribution option offered
100% IslandWood paid Dental and Vision option
HSA with IslandWood contribution (based on qualifying medical plan)
Life/AD&D, Short and Long-term Disability Insurance paid by IslandWood
Voluntary Employee Benefits: Life/Hospital/Critical Care Insurance, and Pet Insurance.
Employee Assistance program, Flexible spending accounts and 401k with employer match (after 6 months of employment)
Variety of Employee Discounts
Employee Discount for IW Summer Camps
Paid Time off annual benefit : IslandWood offers 3 weeks paid vacation, floating holidays, 10 annual paid holidays and 80 hours of paid annual sick leave. (Time-off prorated during first year based on start date).

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard skills

digital transformationenterprise system integrationbusiness process optimizationSalesforce administrationconfigurationcustomizationintegrationdata managementknowledge management strategyproject management

Soft skills

communicationstakeholder engagementstrategic thinkingchange managementproblem-solvingdecision-makingjudgmentcollaborationtrainingadaptability