Fractional CIO

Ward Technology Talent Inc.; United States; Hybrid; USD 150,000 - 200,000; Full time

Job summary

A leading technology consulting firm is seeking a Fractional CIO to enhance operational technology and implement AI tools across diverse sectors. This role focuses on integrating digital systems and managing vendor relationships while ensuring compliance with regulations. Ideal candidates will have extensive experience in IT and product management, particularly in multi-unit operations. Join a dynamic team that values innovation and collaboration.

Qualifications

• 8–15 years in IT, product, or digital operations roles.
• Experience with systems integration in multi-unit or service sectors.
• Experience deploying AI-based tools.

Responsibilities

• Lead development and oversight of digital systems.
• Audit tech stacks and integrate data flows.
• Identify high-impact AI use cases.

Skills

IT and product management

Systems integration

Artificial Intelligence tools

Collaborative teamwork

Long-term strategic planning

Tools

SaaS

POS systems

ERP systems

AI Tools (e.g., ChatGPT, Power BI)

Job description

Fractional CIO

Reports to : CEO (and collaborates closely with COO & Director of Ops)

Location : Hybrid / On-site presence expected in Ontario

Role Summary

The Fractional CIO will lead the development, integration, and oversight of digital systems, operational technologies, and AI tools across a diverse portfolio of businesses, including aviation, hospitality, commercial real estate, cannabis retail, craft brewing, and international luxury charters. This role will focus on identifying and deploying practical, scalable solutions to improve efficiency, reduce costs, and unlock data insights — not theoretical AI applications.

Key Responsibilities

1. Operational Technology Oversight

• Audit existing tech stacks across all entities (POS, inventory, finance, booking, staffing)
• Standardize platforms where possible; integrate data flows across business units
• Lead vendor selection and implementation (e.g., ERP, workforce management, POS)

2. AI and Automation Initiatives

• Identify low-friction, high-impact AI use cases : e.g., scheduling optimization, financial forecasting, vendor communication, reporting automation
• Collaborate with Director of Operations to embed AI-enhanced workflows
• Build or contract AI tools for real-time dashboards, performance analytics, or NLP-driven interfaces

3. Digital Infrastructure Management

• Oversee IT security, data integrity, and backup policies
• Manage relationships with MSPs, cloud providers, and software vendors
• Ensure all technology is compliant with Canadian privacy and data regulations

4. Cross-Functional Collaboration

• Partner with Finance on system integrations and reporting automation
• Partner with HR on payroll / benefits software and employee portals
• Support the Family Office in implementing secure and intelligent financial systems

5. Long-Term Innovation Strategy

• Build a digital roadmap aligned with operational growth and owner priorities
• Stay abreast of emerging technologies relevant to Company’s sectors
• Eventually build out an internal tech / analytics team or manage outsourced talent

Ideal Candidate Profile

• 8–15 years in IT, product, or digital operations roles (ideally in multi-unit or service sectors)
• Strong systems integration experience (SaaS, POS, ERP, etc.)
• Experience working with or deploying Artificial Intelligence / AI-based tools (even lightweight solutions like ChatGPT for Teams, Power BI with Copilot, etc.)
• Capable of balancing long-term architecture with hands-on delivery
• Calm, methodical, collaborative — able to work within a founder-led, evolving org