Chief Automation & AI

Chief Automation \& AI

Location: Malta or Limassol, Cyprus

Reporting Line: Directly to CEO

Reports: Head of Technical Implementation

Who We Are

Founded in 2014, SiGMA Group is recognized as the world’s leading authority in iGaming. Today, we host eight international summits spanning Europe, North America, South America, Asia, and Africa – attracting over 80,000 industry delegates and 1,200+ exhibitors each year.

With over 300 creative and commercial professionals across seven offices, we continue to expand our global footprint. As SiGMA scales further, we are embarking on a full digital transformation, placing AI and automation at the center of our internal strategy.

The Role

As our Chief Automation \& AI, you’ll serve as the driving force behind SiGMA’s evolution into an AI-powered organization. This is a hands-on leadership role, combining strategy, architecture, and delivery. You’ll design and implement scalable automation systems, integrate AI into core operations, and mentor teams to adopt an AI-first mindset.

You’ll work closely with the Head of Technical Implementation to bridge vision and execution — translating innovation into tools, workflows, and processes that redefine how SiGMA operates.

This is not a traditional corporate position. You’ll work in a flat, fast-moving environment, with direct access to leadership and full freedom to experiment, test, and build.

What You Will Do

Develop and execute a 3-year AI strategy across all departments, aligning innovation with measurable business outcomes.

Serve as internal tech architect, designing the backbone for all internal tools and automations, leveraging Make.com, Zapier, Relevance AI, and N8N, integrated with custom-built solutions.

Lead AI and automation initiatives in content, SEO, customer engagement, analytics, and operations, driving measurable impact in efficiency and revenue.

Collaborate hands-on with the Head of Technical Implementation and internal teams to design, test, and deploy automation workflows from concept to execution.

Guide full-stack development efforts — supporting backend (Python, Java), frontend (HTML, CSS, JS), and integration through custom APIs.

Maximize tool and platform value by pushing the limits of no-code/low-code environments and ensuring seamless interoperability across SiGMA’s ecosystem.

Own the full lifecycle of internal applications and automations, ensuring reliability, scalability, and security.

Build and lead training and change management initiatives, empowering teams to adopt and scale AI tools confidently.

Establish governance for AI tools and data, preventing fragmentation and maintaining quality, integration, and ethical standards.

Define and measure KPIs and ROI for all AI-driven initiatives, reporting progress and impact to the CEO and board.

What You Won’t Be Doing

Endless meetings or bureaucratic processes.

Writing theoretical strategy documents without execution.

Managing large teams – your output and systems will multiply your impact.

What We’re Looking For

7+ years of experience in AI, automation, or software development, ideally across both strategic and hands-on roles.

Proven success in designing and delivering complex multi-platform automations and AI-powered solutions.

Deep technical fluency in Python, Java, JavaScript, and API development.

Hands-on mastery of no-code/low-code tools – particularly Make.com, Zapier, Relevance AI, and N8N.

Strong understanding of frontend and backend development, capable of guiding teams on both architecture and execution.

A natural teacher and mentor, passionate about building internal capabilities.

Excellent stakeholder communication and the ability to influence cross-departmentally.

Visionary mindset with pragmatic execution – balancing experimentation with measurable impact.

What We Offer

A leadership role at the core of SiGMA’s digital transformation.

The opportunity to shape the future of AI adoption in the global events and media industry.

Direct management of the Head of Technical Implementation and collaboration across international offices.

Competitive package and global travel benefits across Malta, Cyprus, Manila, India, Brazil, and Armenia.

A dynamic, fast-scaling environment where your ideas translate directly into business growth.