Senior Director, Enterprise IT
Vena Solutions
IT, Sales & Business Development
Wilmington, DE, USA · Leesburg, VA, USA · Woodbridge, VA, USA
Posted on Oct 17, 2025
This is a flexible position and has the option of working in our Toronto office full time, hybrid throughout the week or working entirely remotely with the exception of 1-2 monthly days in the office.
Are you a visionary IT leader excited about driving innovation and transformation? Vena Solutions is seeking an Senior Director of Information Technology (IT) to spearhead our next phase of growth as we centralize IT across the business and harness the power of AI. Reporting to the SVP of Technology Operations, you will play a pivotal role in defining and executing Vena’s IT strategy in an era of generative and agentic AI. This is a unique opportunity to lead a talented IT team of 15–20 professionals and shape the technology landscape of a high-growth, award-winning SaaS company known for its AI-powered financial planning platform.
In this exciting, high-impact role, you will drive the unification of IT systems and processes across the organization, ensuring our technology infrastructure is scalable, secure, and aligned with business goals. You will also be at the forefront of Vena’s AI initiatives – integrating cutting-edge solutions like Microsoft 365 Copilot, Copilot Studio, and the Power Platform into our operations to boost productivity and collaboration. If you are passionate about leveraging emerging technologies to create business value and ready to lead a company through a major technology evolution, we want to hear from you!
Are you a visionary IT leader excited about driving innovation and transformation? Vena Solutions is seeking an Senior Director of Information Technology (IT) to spearhead our next phase of growth as we centralize IT across the business and harness the power of AI. Reporting to the SVP of Technology Operations, you will play a pivotal role in defining and executing Vena’s IT strategy in an era of generative and agentic AI. This is a unique opportunity to lead a talented IT team of 15–20 professionals and shape the technology landscape of a high-growth, award-winning SaaS company known for its AI-powered financial planning platform.
In this exciting, high-impact role, you will drive the unification of IT systems and processes across the organization, ensuring our technology infrastructure is scalable, secure, and aligned with business goals. You will also be at the forefront of Vena’s AI initiatives – integrating cutting-edge solutions like Microsoft 365 Copilot, Copilot Studio, and the Power Platform into our operations to boost productivity and collaboration. If you are passionate about leveraging emerging technologies to create business value and ready to lead a company through a major technology evolution, we want to hear from you!
- Department
- Enterprise Information Technology
- Employment Type
- Full Time
- Location
- Canada - Flex (0006)
- Workplace type
- Hybrid
How You’ll Make an Impact
- IT Strategy & Leadership: Develop and execute a comprehensive IT strategy that supports Vena’s business objectives and growth. This includes driving the centralization of IT services across all departments, standardizing processes and tools for greater efficiency and consistency. You will set the vision for how technology (including AI) can enable business excellence and competitive advantage.
- AI & Innovation: Champion the adoption of advanced technologies – notably Generative AI and agentic AI – within the organization. Identify opportunities to leverage AI-driven solutions (e.g. implementing Microsoft 365 Copilot, building custom AI assistants with Copilot Studio) to automate processes, enhance decision-making, and improve employee experience. Lead Vena through the AI technology evolution, ensuring we remain at the cutting edge of innovation.
- Enterprise Systems Oversight: Oversee the management and optimization of core enterprise applications – including Salesforce (CRM), ADP (HRIS/Payroll), NetSuite (ERP), and the Microsoft 365 ecosystem (Office 365, Teams, Power Platform). Ensure these systems are reliable, well-integrated, and effectively support key business processes. Drive initiatives to integrate data across platforms for a single source of truth and streamline workflows (leveraging tools like Power Automate and Power Apps where appropriate).
- Team Leadership & Development: Lead, mentor, and inspire an IT team of ~15–20 professionals, fostering a culture of innovation, collaboration, and continuous improvement. Provide clear direction, set performance goals, and support professional growth through coaching and development opportunities. Build a high-performing team that is agile and responsive to the evolving needs of the business.
- Cross-Functional Collaboration: Act as a bridge between IT and other business units, working closely with Finance, HR, Operations, Product Development, and other stakeholders. Understand their technology needs and challenges, and ensure IT initiatives align with and enable their goals. Communicate effectively with senior leadership and across the organization to champion IT projects and demonstrate their value.
- Infrastructure, Security & Compliance: Ensure Vena’s IT infrastructure (networks, cloud services, devices, and communications) is scalable, secure, and resilient. Implement best-in-class cybersecurity practices and policies to safeguard company data and systems. Oversee compliance with relevant standards and regulations (e.g. data privacy, software license compliance), and maintain robust IT governance and control frameworks.
- Project & Vendor Management: Prioritize and manage a portfolio of IT projects, including system implementations, upgrades, and AI integration projects, delivering them on time and within budget. Oversee relationships with key vendors and technology partners, negotiate contracts, and evaluate new solutions/providers as needed. Manage the IT budget strategically, optimizing spend and ensuring a strong return on technology investments.
- Continuous Improvement: Establish metrics and KPIs to measure IT performance, service levels, and the business impact of technology initiatives. Use data-driven insights to identify areas for improvement. Promote a mindset of continuous improvement and agility in IT service delivery, including adopting DevOps or automation in IT operations where beneficial. Stay abreast of industry trends and emerging technologies, and proactively bring forward ideas to keep Vena at the forefront (from cloud innovations to the latest in AI and enterprise software)
We’d Love to See
- Education & Experience: Bachelor’s degree in Computer Science, Information Systems, or a related field. 10+ years of progressive IT experience (or equivalent), with 5+ years in senior IT leadership roles driving strategy and overseeing teams. Experience in a SaaS, technology, or high-growth environment is highly desirable.
- Strategic IT Leadership: Proven track record of developing and executing IT strategies that align with business goals and drive transformation. Experience centralizing or scaling IT operations across a company (unifying systems, processes, and teams) is a strong asset.
- Technical Expertise: Broad knowledge of enterprise IT systems and infrastructure. Hands-on familiarity with CRM, ERP, HRIS, and collaboration platforms – experience with Salesforce, NetSuite, ADP, and the Microsoft 365/Office ecosystem (including SharePoint/Teams) is a plus. Ability to evaluate and implement new tools and platforms; comfortable navigating both on-premise and cloud environments.
- AI and Emerging Technologies: Strong understanding of emerging technologies, especially in the realm of Artificial Intelligence (AI). Exposure to generative AI tools (e.g. ChatGPT, Microsoft Copilot) and automation platforms (RPA, low-code solutions) is expected, with a demonstrated enthusiasm for leveraging these to drive business value. Experience implementing AI-driven solutions or leading digital innovation initiatives will set you apart.
- Leadership & Team Management: Exceptional leadership skills with experience managing teams of IT professionals. Proven ability to build, mentor, and motivate teams, cultivating a positive and high-performance culture. Adept at change management – able to guide teams and organizations through change, such as technology rollouts or process transformations, with clear communication and empathy.
- Business Acumen & Innovation Mindset: Solid understanding of business processes (e.g. finance, HR, sales operations) and how IT systems underpin them. Business-savvy and innovative, always seeking ways to use technology (from AI to process automation) to improve efficiency, drive revenue, or reduce costs. A passion for staying current with tech trends and a creative mindset for applying new solutions in a practical, impactful way.
About Vena Solutions
At Vena, we’re reimagining how businesses plan and grow: powered by data, collaboration, and innovation 🌱
Headquartered in Toronto with a global reach, we help finance teams work smarter using the tools they already love (yes, we’re talking about Excel!). Trusted by over 1,800 organizations and 150,000+ users every day, Vena Solutions brings clarity to complexity.
We're a people led company that leads with our CORE values (Customer Trust, One Team, Respect & Authenticity and Execution Excellence) and are driven by our mission
Headquartered in Toronto with a global reach, we help finance teams work smarter using the tools they already love (yes, we’re talking about Excel!). Trusted by over 1,800 organizations and 150,000+ users every day, Vena Solutions brings clarity to complexity.
We're a people led company that leads with our CORE values (Customer Trust, One Team, Respect & Authenticity and Execution Excellence) and are driven by our mission
We’re growing fast, thinking big, and having fun along the way. The future of finance is being built here, and we’d love for you to be part of it 🚀
Why Choose Us:
💰 Compensation
We offer competitive and comprehensive total rewards packages that we review yearly to stay ahead of the market! Transparency is key, we keep you in the loop on how we design our comp programs. Build your future with our Employee Stock Option Program, Retirement Savings, Support & 401k Matching Programs.
🎓 Personal Growth & Learning
Level up your skills with Vena! We support your journey with education subsidies, professional development programs, and learning opportunities to help you grow your career and reach your goals. Your future is bright and we’re here to invest in it!
🧘♀️ Health & Wellness
Your well-being = our priority! Great health & dental plans, wellness sessions (virtual & in-person), Employee Assistance Program (EAP), and a free Headspace subscription to support your mental health.
🌍 Global Reach
Vena is everywhere you are! With offices in Toronto, London, and Indore, as well as team members across the United States, EMEA and beyond, we're a truly global company. Collaborate with colleagues around the world and bring diverse ideas to life: no passport required!
🌴 Time Off
Recharge with generous leave options - perfect for vacation, wellness, personal time, parental support, volunteering, and more.
🏡 Flexibility
We embrace a flexible culture that supports different ways of working, depending on the role and location. While some of our teams enjoy hybrid arrangements, others thrive in-office or remotely. With modern workspaces in Toronto, Indore, and London, we offer inspiring environments when you need them - and the freedom to work in ways that work best for you and your team.
✨ AI-Powered Innovation
At Vena, we don’t just keep up, we're leading the way! 🚀
We empower team members at every level to actively explore AI best practices, identify meaningful opportunities to apply AI in their work, and champion innovative solutions that drive impact.
By fostering a culture of curiosity, innovation, and responsible use, we’re building a future where AI enhances how we work, think, and lead. From automating workflows to enhancing insights, AI is woven into everything we do.
We empower team members at every level to actively explore AI best practices, identify meaningful opportunities to apply AI in their work, and champion innovative solutions that drive impact.
By fostering a culture of curiosity, innovation, and responsible use, we’re building a future where AI enhances how we work, think, and lead. From automating workflows to enhancing insights, AI is woven into everything we do.
👉 Check us out:
Our Hiring Process
Stage 1:
Applied
Stage 2:
Talent Phone Screen
Stage 3:
Hiring Manager Interview
Stage 4:
Stakeholder Interview - IT Operations
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