Senior Director, Technology & Digital Transformation

Description
Overall Purpose
We are seeking a collaborative, forward-thinking technology leader to guide our digital evolution and help scale our organization over the next 3-5 years.
The Head of Technology & Digital Strategy will provide strategic and operational leadership across all aspects of technology. This role was created to elevate technology as a key enabler of organizational growth, innovation, and operational excellence. Reporting to the CFO and working closely with the sr leadership team, the successful candidate will lead the development and execution of a comprehensive IT roadmap, oversee core systems and vendor partnerships, and ensure that our technology infrastructure supports both our mission and long-term sustainability.
This is a leadership role for someone who can balance strategy and execution - building consensus, driving projects forward, and delivering meaningful results in a collaborative, mission-driven environment.
Key Accountabilities:
1. Strategy and Planning: (40%)
a) Spearhead the development, execution, and ongoing monitoring of comprehensive, forward-looking plans for all IT endeavors in close collaboration with the CFO and sr. management.
b) Translate business requirements into scalable system solutions, leveraging cutting-edge tools and architectures while ensuring long-term viability and adaptability.
c) Drive the evolution of our technology infrastructure to underpin key business strategies and processes, fostering scalability and agility.
d) Oversee an IT Innovation Committee, tasked with execution of the technology strategic plan, in addition to, defining policies and controls that synchronize IT activities with organizational goals, ensuring robust risk management, regulatory compliance, and optimal resource allocation.
e) Champion cross-functional collaboration to conceptualize, develop, and deploy technology solutions that drive organizational growth and operational efficiency.
f) Cultivate a culture of innovation and continuous improvement across all facets of the organization, inspiring teams to push boundaries and explore new frontiers.
2. Project Management: (30%)
a) Develop and execute meticulous project plans to seamlessly integrate new technologies, encompassing robust change management and comprehensive training initiatives.
b) Oversee the end-to-end process of RFP insurance, vendor selection, contract negotiation, and budget oversight for all technology projects, ensuring alignment with strategic objectives and fiscal prudence.
c) Oversee performance and optimization of third-party IT service
3. Risk Management and Compliance: (20%)
a) Safeguard the company's operations against a spectrum of IT risks, including data breaches, integrity issues, system failures, and service disruptions.
b) Proactively identify, evaluate, and mitigate emerging IT risks in alignment with enterprise risk management protocols, fostering a culture of resilience and preparedness.
c) Develop and maintain robust IT business continuity and disaster recovery plans, ensuring organizational resilience in the face of adversity.
d) Ensure adherence to governmental regulations and industry standards pertaining to IT services, encompassing areas such as data privacy, accessibility, and security.
4. People Management (10%)
a) Provide strategic direction and oversight to a multidisciplinary team, aligning departmental activities with overarching strategic imperatives.
b) Facilitate regular departmental meetings, setting clear agendas and delineating responsibilities to drive progress and accountability.
c) Collaborate with HR in all aspects of the talent lifecycle, from recruitment and selection to onboarding and career development.
d) Foster a culture of continuous learning and growth, coaching and mentoring staff to reach their full potential.
e) Conduct regular performance evaluations and goal-setting sessions, documenting and addressing achievements and areas of improvement.
f) Cultivate a positive workplace culture characterized by inclusivity, collaboration, and employee well-being, driving employee engagement and retention.
g) Champion initiatives that promote employee wellness and safety, fostering a conducive work environment that supports individual and collective flourishing.
5. Perform other duties and responsibilities as assigned by their Manager or their designate.
Current Technology Environment:
- Microsoft environment (SharePoint recently transitioned)
- Blackbaud: Raiser's Edge, Financial Edge
- Engaging Networks (fundraising adjacent platform)
- ADP (HR/payroll)
- No data lake currently
- Early data roadmap underway
- Opportunity: Build scalable data & systems architecture on Microsoft foundation.
Immediate Priorities (First 12 Months)
1 ? Strengthen MSP oversight (TechaFY)
2 ? Stabilize and optimize foundational systems
3 ? Influence and refine early-stage IT roadmap (in development)
4 ? Drive data strategy discussions (possible ERP implementation)
5 ? Ensure SharePoint transition continues smoothly
Additional Skills & Qualifications
They need:
Clear, direct communicator ("clarity is kindness")
Collaborative leader
Someone comfortable in a warm, people-first environment
Adaptable and hands-on when needed
- Experience with fundraising operations and related software as well as camp management software (NICE TO HAVE)
- Experience in Web Management
- Current driver's license and the ability to be covered by camp's insurance policy.
- A collaborative leader who builds trust and alignment across teams
- Comfortable balancing big-picture thinking with hands-on execution
- Mission-driven and motivated by purpose
- Direct, respectful communicator who believes clarity drives progress
- Adaptable and comfortable working in a dynamic, people-first organization
- Enthusiastic, accurate, detail oriented, service oriented, excellent time-management and organizational skills, flexible, diplomatic, discreet, excellent oral and written communication, able to meet deadlines and work well under stress, analytical, problem-solving skills, sense of fiscal responsibility, able to work independently and with a team.
Experience Level
Expert Level
Job Type & Location
This is a Permanent position based out of Toronto, ON.
Pay and Benefits
The pay range for this position is $140000.00 - $180000.00/yr.
Workplace Type
This is a hybrid position in Toronto,ON.

propos de TEKsystems et TEKsystems Global Services

Nous sommes un fournisseur de services aux entreprises et de technologies. Nous acclrons la transformation de nos clients. Notre comptence en stratgie, conception, excution et oprations libre la valeur de l'entreprise par un ventail de solutions. Nous sommes une quipe de 80 000 personnes qui collaborent avec plus de 60 000 clients, notamment 80 % du Fortune 500 en Amrique du Nord, Europe et Asie, qui collaborent avec nous dans le cadre de nos capacits full-stack et notre rythme. Nous sommes des penseurs stratgiques, des collaborateurs pratiques qui aident les clients exploiter le changement et matriser le dynamisme de la technologie. Nous btissons le futur en livrant les rsultats et en crant un impact positif dans nos communauts mondiales. TEKsystems et TEKsystems Global Services sont des entreprises d'Allegis Group. Dcouvrez d'autres informations TEKsystems.com.

About TEKsystems and TEKsystems Global Services

We're a leading provider of business and technology services. We accelerate business transformation for our customers. Our expertise in strategy, design, execution and operations unlocks business value through a range of solutions. We're a team of 80,000 strong, working with over 6,000 customers, including 80% of the Fortune 500 across North America, Europe and Asia, who partner with us for our scale, full-stack capabilities and speed. We're strategic thinkers, hands-on collaborators, helping customers capitalize on change and master the momentum of technology. We're building tomorrow by delivering business outcomes and making positive impacts in our global communities. TEKsystems and TEKsystems Global Services are Allegis Group companies. Learn more at TEKsystems.com.

The company is an equal opportunity employer and will consider all applications without regard to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.