We are seeking a Head of Information Technology & Business Systems to lead one of the most significant technology transformations in our company's history.

As we transition from internally developed applications to a modern, platform-based ecosystem, this executive leader will architect the systems, integrations, and data foundations that power the future of our digital marketplace connecting consumers, vehicles, and financial institutions.

Reporting directly to the President & CEO, this role offers a unique opportunity to shape enterprise technology strategy while remaining hands-on in execution.

Why This Role Is Different

This is not a traditional infrastructure leadership position.

Our day-to-day IT operations and end-user support are delivered through managed service partners, allowing this role to focus on:

• Business systems strategy
• Salesforce leadership and optimization
• Enterprise architecture and systems integration
• Data governance and data architecture
• Legacy platform modernization
• Vendor and technology partner management
• Automation and AI-driven business transformation

You will build the foundation for our next generation marketplace platform while leading a talented engineering team through a major evolution in how technology is delivered.

What You'll Do

Enterprise Systems & Architecture

• Own the company's business systems ecosystem, including Salesforce and future platform investments.
• Establish and maintain enterprise data architecture and system integration strategies.
• Define system-of-record ownership, data governance standards, and integration frameworks.
• Design scalable, reliable solutions that enable seamless data sharing across platforms.

Digital Transformation

• Lead the migration from proprietary software to modern SaaS and platform-based systems.
• Evaluate legacy applications and determine platform replacements.
• Develop and execute migration roadmaps with minimal business disruption.
• Ensure historical data remains available for reporting, compliance, and analytics.

Salesforce Leadership

• Lead Salesforce implementation, administration, integrations, enhancements, and data strategy.
• Manage implementation partners and consultants.
• Ensure delivery quality, security, adoption, and ROI.

Vendor & Technology Leadership

• Evaluate and select technology platforms and strategic vendors.
• Negotiate and manage contracts, renewals, and service agreements.
• Oversee managed service providers responsible for IT operations and support.
• Manage technology investments and operating budgets.

Cybersecurity & Risk Management

• Own identity and access management strategy.
• Partner with cybersecurity, compliance, and infrastructure stakeholders.
• Support business continuity, disaster recovery, audit readiness, and privacy initiatives.

Engineering Leadership

• Coach and develop a team transitioning from software development to platform engineering and systems integration.
• Foster a culture focused on business outcomes, innovation, accountability, and continuous improvement.

Innovation & AI

• Evaluate automation, AI, and emerging technologies.
• Implement practical solutions that improve business performance and operational efficiency.

Required Qualifications

• Bachelor's degree in Computer Science, Information Systems, Information Technology, Software Engineering, or equivalent practical experience.
• 8+ years of progressive experience in:
  • Information Technology
  • Business Systems
  • Enterprise Architecture
  • Systems Integration
  • Software Engineering
  • Data Architecture
• 3+ years of experience leading and developing high-performing technical teams.
• Experience leading enterprise CRM, ERP, or business systems implementations.
• Hands-on Salesforce experience including architecture, administration, integrations, or data migration.
• Proven success modernizing legacy technology environments.
• Strong expertise in:
  • APIs
  • Integration platforms
  • Data governance
  • Cloud technologies
  • Enterprise architecture
  • Cybersecurity best practices
• Experience managing technology vendors and implementation partners.
• Strong executive communication and stakeholder management skills.
• Comfortable balancing strategic leadership with hands-on execution.

Why Join Autoland?

• Executive-level visibility and influence.
• Direct partnership with the CEO.
• Opportunity to shape enterprise technology strategy.
• Well-established organization with startup energy and innovation.
• Significant ownership and decision-making authority.
• Collaborative, mission-driven leadership team.
• High-impact transformation role with long-term growth opportunity.

If you are a hands-on technology executive who enjoys building scalable systems, leading transformational change, and creating business value through modern platforms and integrations, we'd love to hear from you.

Apply today and help build the future of automotive retail and financing technology.

Autoland LLC

Woodland Hills, CA | Hybrid | Full-Time

Compensation: $190,000 - $205,000 per year

Actual compensation within this range will be determined by factors including experience, qualifications, skills, internal equity, and other job-related considerations permitted by law.

#INDMF #LI-Hybrid