Chief Technology Officer

Delavan Holdings Management LLC•Delavan, WI

just now•Onsite

About The Position

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.

Requirements

Senior technology leadership experience (CTO, VP of IT, Head of Technology, or equivalent)
Experience supporting multi-entity or holding-company environments
Proven success modernizing immature or fragmented technology environments
Strong understanding of ERP, HRIS, identity and access management, integrations, and enterprise systems
Direct ownership of execution and outcomes (not advisory-only roles)

Nice To Haves

Automotive, manufacturing, hospitality, logistics, services, or similar industries
Family-owned or private equity-backed organizations
Seasonal or high-turnover workforces
Leading change where adoption and usability mattered more than perfection

Responsibilities

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
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
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
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
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