Chief Information Officer

Description

About The Siegel Group (TSG):

The Siegel Group is a privately held real estate investment and management firm specializing in transforming underperforming properties into thriving assets. With over two decades of experience, we’ve built a reputation for excellence through hands-on management and in-house expertise across construction, design, legal, and marketing. Recognized for our contributions to Nevada and beyond, we are deeply committed to enhancing the communities we serve. Whether acquiring distressed assets or developing ground-up projects, our goal is to deliver long-term growth and value.

About The Role:

We are seeking a dynamic and strategic Chief Information Officer (CIO) to oversee the IT and technology infrastructure for our multi-location, multi-state retail and hospitality operations. The ideal candidate will be responsible for managing and optimizing point-of-sale (POS) systems, property management systems (PMS), reservation platforms, e-commerce, cybersecurity, and IT infrastructure across all locations. This role ensures operational efficiency, enhances the customer experience, and drives business growth through technology integration and innovation.

Key Responsibilities:

Technology Strategy & Implementation:

• Develop and execute an IT roadmap that aligns with the company’s multi-location, multi-state retail and hospitality goals.
• Oversee the implementation, optimization, and integration of POS, PMS, CRM, ERP, and e-commerce platforms across all properties.
• Evaluate and implement emerging technologies to improve operational efficiency and customer experience.
• Drive digital transformation initiatives, such as self-service kiosks, mobile ordering, AI-driven personalization, and contactless payment solutions.

IT Infrastructure & Security:

• Ensure the security, reliability, and performance of IT systems across all retail stores, hotels, and hospitality venues in multiple states.
• Oversee data security, PCI compliance, and cybersecurity measures to protect customer and business information.
• Manage cloud services, network infrastructure, and data centers for seamless operations across all locations.
• Implement IT disaster recovery and business continuity plans for multi-state operations.

Operations & Efficiency Optimization:

• Enhance technology-driven operational efficiency, including inventory management, workforce scheduling, and supply chain systems across multiple locations.
• Ensure smooth integrations between IT systems for seamless omnichannel operations (e.g., online booking, in-store and mobile purchases, loyalty programs).
• Identify cost-saving opportunities through IT automation and improved workflows across all states.

Customer Experience & Digital Innovation:

• Leverage technology to enhance the guest and shopper experience, including mobile apps, digital concierge services, self-check-in kiosks, and personalized marketing strategies.
• Oversee loyalty programs, data analytics, and CRM tools to improve customer engagement and retention.
• Drive e-commerce growth by optimizing online booking systems and digital retail platforms.

Vendor & Team Management:

• Manage IT teams across multiple locations and states, including system administrators, cybersecurity professionals, and software developers.
• Collaborate with technology vendors and service providers to negotiate contracts and ensure cost-effective IT solutions across multiple markets.
• Train and develop IT staff, ensuring they stay up to date with the latest industry trends and best practices.

Qualifications

• Experience: Minimum 7-10 years in IT leadership, with experience in multi-location, multi-state retail and/or hospitality industries.
• Education: Bachelor’s or Master’s degree in Information Technology, Computer Science, or Business Administration.
• Strong expertise in POS, PMS, ERP, CRM, cybersecurity, and cloud computing for large-scale operations.
• Proven ability to implement and optimize retail and hospitality IT systems to drive business growth.
• Experience managing e-commerce, mobile applications, and digital transformation projects.
• Strong leadership, strategic thinking, and communication skills.
• Knowledge of cybersecurity compliance, PCI DSS, GDPR, and data privacy regulations across different states.
• Ability to manage large-scale IT budgets and drive cost-effective solutions across multiple states.
• Willingness to travel as needed to oversee IT operations in various locations.

Compensation & Benefits:

• Competitive salary based on experience
• Health, dental, and vision benefits
• Performance-based incentives
• Career advancement opportunities
• Travel reimbursement (if required)

If you are an experienced CIO with a passion for leveraging technology to enhance multi-location, multi-state retail and hospitality operations, we’d love to hear from you!