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Chief Technology Officer

Job in Delavan, Walworth County, Wisconsin, 53115, USA
Listing for: Delavan Holdings
Full Time position
Listed on 2026-01-06
Job specializations:
  • IT/Tech
    IT Project Manager, IT Consultant
Job Description & How to Apply Below

Description

Delavan Holdings is a diversified operating company with businesses spanning automotive retail, hospitality, industrial services, seasonal operations, and professional services. Our technology environment has grown organically alongside the business. We are hiring our first enterprise Chief Technology Officer (CTO) to provide strategic direction, improve scalability, and use technology as a lever to drive efficiency, growth, and long-term business performance, without disrupting operations.

This role is designed for a business‑minded technology leader who understands how to operate in frontline‑heavy, non‑corporate environments and partner closely with leadership to move the organization forward. It is not a consulting role and not a theory‑driven position.

About the Role

Delavan Holdings is a diversified operating company with businesses spanning automotive retail, hospitality, industrial services, seasonal operations, and professional services. Our technology environment has grown organically alongside the business. We are hiring our first enterprise Chief Technology Officer (CTO) to provide strategic direction, improve scalability, and use technology as a lever to drive efficiency, growth, and long‑term business performance, without disrupting operations.

This role is designed for a business‑minded technology leader who understands how to operate in frontline‑heavy, non‑corporate environments and partner closely with leadership to move the organization forward. This is not a consulting role and not a theory‑driven position.

What This Role Is Really About

This role focuses on using technology to drive measurable business outcomes across a diverse portfolio of companies. The CTO will help identify where technology can improve margins, reduce friction, enable growth, and prepare the organization for the future—while ensuring solutions remain practical, usable, and appropriate for the majority of the workforce. The emphasis is on applying the right technology, in the right places, to deliver real efficiency and scalability.

Key Responsibilities
Enterprise Technology Leadership
  • Lead enterprise IT strategy across multiple business units with different operating models
  • Partner closely with executive and business leaders to align technology initiatives with business goals
  • Establish clear ownership, governance, and accountability across systems and platforms
Business Enablement and Growth
  • Use technology to drive operational efficiency, scalability, and profitability
  • Identify opportunities where automation, data, and AI can reduce manual work and improve decision‑making
  • Apply structured project management and continuous improvement approaches (e.g., Six Sigma or similar methodologies) to technology initiatives
  • Support capital planning and prioritization for technology investments across the portfolio
Architecture, Systems, and Software Management
  • Design and implement a shared services model covering identity, security, data, and integrations
  • Establish standards for software lifecycle management, vendor selection, and system ownership
  • Improve identity and access management, including role‑based access and single sign‑on
  • Ensure systems are secure, scalable, and aligned with future business needs
Change Management and Adoption
  • Lead modernization efforts in frontline, non‑technical, and culturally diverse environments
  • Drive adoption through practical improvements that reduce friction and make work easier
  • Communicate clearly and plainly, focusing on outcomes and usability rather than buzzwords
Team and Vendor Leadership
  • Partner with and strengthen existing IT leadership to support enterprise priorities
  • Build and scale a right‑sized internal IT organization aligned to business needs
  • Hold vendors accountable for performance, value, and outcomes
What Success Looks Like In the first year, success will look like:
  • A clear enterprise technology strategy aligned to business objectives
  • Better use of existing systems and thoughtful introduction of new tools where gaps exist
  • Improved efficiency, scalability, and operational clarity across business units
  • Stronger access controls, system ownership, and software governance
  • Technology…
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