IT Director / Head of Technology

IT Director / Head of Technology

Cloud Systems, AI, Infrastructure, Digital Transformation

Full-Time | Red Wing, MN (Travel to Rochester & Minnetonka)

Executive Leadership | IT Strategy | Systems Integration | Cybersecurity | Cloud Computing | AI | Process Improvement

River Valley Companies is hiring an IT Director / Head of Technology to lead technology strategy, IT operations, and digital transformation across a fast-growing, multi-location marine and powersports dealership group. This is a high-impact leadership role for a hands-on technology professional who can operate at both a strategic and tactical level.

With approximately 140 employees across 7 locations in Red Wing, Rochester, and Lake Minnetonka, our company operates on a fully cloud-based environment. We are actively investing in systems integration, workflow automation, AI tools, and process optimization to improve efficiency, scalability, and customer experience.

This role is ideal for a candidate searching for CTO jobs, IT Director jobs, Head of Technology roles, or senior IT leadership opportunities in Minnesota who want to build, lead, and execute a modern technology roadmap while still being directly involved in day-to-day IT operations.

Key Responsibilities:

• Lead technology strategy, IT leadership, and digital transformation initiatives aligned with company growth goals
• Develop and execute a long-term IT roadmap including cloud systems, AI adoption, automation, and systems integration
• Act as a strategic partner to ownership and leadership on technology investments, innovation, and operational efficiency
• Oversee all IT operations including networks, cloud infrastructure, cybersecurity, hardware, and software systems
• Serve as the primary point of contact for IT support, troubleshooting, and system performance across all locations
• Manage vendor relationships across software, hardware, cybersecurity, and communications providers
• Drive integration of business systems to create streamlined workflows and improved data visibility
• Identify opportunities to implement AI tools, automation, and process improvements to increase productivity and reduce manual work
• Maintain and enforce IT policies, procedures, cybersecurity protocols, and best practices
• Support onboarding by provisioning hardware, setting up user accounts, and configuring systems for new hires
• Develop training materials and train employees on systems, software, and technology best practices
• Maintain inventory and lifecycle management of all IT hardware and devices
• Assist in maintaining and monitoring alarm systems and physical security systems

Qualifications:

• Experience as a CTO, IT Director, Senior IT Manager, or similar technology leadership role
• Strong technical background in cloud computing, IT infrastructure, networks, cybersecurity, and SaaS platforms
• Proven experience with systems integration, process improvement, and business technology optimization
• Experience implementing or evaluating AI tools, automation platforms, or digital transformation initiatives preferred
• Ability to balance strategic planning with hands-on IT support and execution
• Strong leadership, communication, and project management skills
• Ability to prioritize, multitask, and operate in a fast-paced, multi-location environment

Education and Certifications:

Degree in Information Technology, Computer Science, Cybersecurity, or related field preferred (or equivalent experience) Certifications such as CompTIA A+, Network+, Security+, Microsoft 365, Azure, or similar are a plus

Schedule:

Monday through Friday, 8:00 AM – 5:00 PM with flexibility as needed Travel required between Red Wing, Rochester, and Minnetonka locations

Compensation and Benefits:

Competitive salary based on experience Access to demo units including pontoon, snowmobile, ATV, and Slingshot Employee discounts on units, parts, garments, and accessories Medical and dental insurance Employee Assistance Program and mental health resources Additional insurance options including life, accident, critical illness, and hospital coverage Dependent Flexible Spending Account Paid Time Off and holiday pay Traditional and Roth 401(k) with strong employer match Health Savings Account Flexible scheduling options Employer-provided clothing

About River Valley Companies:

River Valley Companies is a family-owned marine and powersports dealership group founded in 1996 with locations in Red Wing, Rochester, and Lake Minnetonka. We continue to grow by building a team of driven, passionate individuals committed to delivering an exceptional customer experience. Our culture is built on performance, accountability, and enjoying the lifestyle that comes with the products we sell.

This is a unique opportunity to step into a CTO / IT Director / Head of Technology role where you can make an immediate impact, lead innovation, and build scalable systems that support long-term growth.