Head of Legal at Enteractive, Gzira, Malta

Why the Head of Legal Role at Enteractive Is a Career-Defining Move

For senior legal professionals specialising in iGaming, technology, or cross-border regulatory compliance, the Head of Legal position at Enteractive represents far more than just another executive vacancy. It is an invitation to architect the legal framework of a global leader in player reactivation—a company that sits at the intersection of technology, marketing, and regulated gambling. Based in Gzira, Malta, the heart of Europe's iGaming hub, this role offers an unparalleled opportunity to shape legal strategy in a fast-paced, multi-jurisdictional environment.

Enteractive is not a typical gambling operator. It is a B2B service provider specialising in player reactivation and retention for online casinos and sportsbooks. Through its proprietary (Re)Activation Cloud® technology, the company communicates with players worldwide, promoting client platforms while championing responsible gambling. This unique positioning means the Head of Legal must navigate a complex web of consumer protection laws, data privacy regulations, and marketing compliance rules—all while enabling commercial growth. The successful candidate will act as a trusted advisor to the COO, CEO, and Executive Leadership Team, making this a role with direct impact on corporate strategy.

"We combine human interaction with technology to deliver unique customer experiences at scale." — Enteractive

The iGaming Legal Landscape: Why This Role Is More Critical Than Ever

The online gambling industry has experienced explosive growth, but with that growth comes intense regulatory scrutiny. Jurisdictions across the globe are tightening rules on telemarketing, SMS outreach, consent management, and cross-border communication. Laws such as the GDPR, TCPA (US), and CASL (Canada) impose severe penalties for non-compliance. For a company like Enteractive that communicates with players across multiple channels, ensuring legal compliance is not just a back-office function—it is a competitive advantage.

This role explicitly requires deep expertise in these frameworks, making it an excellent fit for candidates who have dealt with high-stakes regulatory environments. The Head of Legal will not only mitigate risks but also proactively design compliance frameworks that allow Enteractive to scale its reactivation services into new markets. This is legal work at the cutting edge of technology and privacy, with direct implications for business growth.

Breaking Down the Core Responsibilities

The job description outlines a broad mandate that goes beyond traditional legal counsel duties. Here is a closer look at what the role entails:

Legal Strategy & Governance

You will be responsible for building and refining Enteractive's legal strategy, establishing governance frameworks, and advising the executive team on risks and opportunities. This is a role that demands strategic thinking, not just legal knowledge. You will need to balance legal risk with commercial opportunity, a skill that distinguishes top-tier in-house counsel.

Regulatory, Privacy & Compliance Oversight

This is the operational heart of the role. You will oversee compliance with all applicable laws, with a particular focus on telemarketing, SMS outreach, consent frameworks, TCPA, CASL, GDPR, ePrivacy, and cross-border communication rules. You will collaborate closely with the Compliance Department and the external Data Protection Officer (DPO) to embed privacy into every operational workflow. This is a hands-on role where your decisions will directly affect how Enteractive interacts with millions of players.

Contract Management & Commercial Enablement

Leading the drafting, negotiation, and review of B2B contracts, vendor agreements, and partnership arrangements makes this role critical to revenue generation. The ability to structure commercially viable agreements while protecting the company's interests is essential. You will also develop standardised templates and negotiation playbooks, streamlining processes across the organisation.

Cross-Functional Collaboration

Unlike a siloed legal department, this role touches every part of the business. From HR matters like employment law and disciplinary processes, to marketing approvals and IP protection, to IT contracts and cybersecurity, the Head of Legal is a true business partner. The job description specifically highlights collaboration with HR, Marketing, Finance, Compliance, Sales, Product, AI, IT, and Executive Leadership. This breadth ensures high visibility and the ability to influence decisions across the enterprise.

Risk Management & Corporate Affairs

You will identify, assess, and mitigate legal risks across all business areas, develop crisis-response protocols, and protect the company's intellectual property. Additionally, you will represent Enteractive before regulators and support M&A activities, making this a role with long-term strategic impact.

What Enteractive Is Looking For in the Ideal Candidate

The qualifications are demanding, reflecting the seniority of the role. Key requirements include:

• A law degree (LLB or equivalent) and admission to practice in a recognised jurisdiction.
• 8+ years of post-qualification experience (PQE), ideally in iGaming, technology, telecoms, or another highly regulated sector.
• Proven experience as Senior Legal Counsel or in a comparable senior in-house position.
• Strong familiarity with GDPR, TCPA, CASL, and cross-border outreach frameworks.
• Demonstrated ability to lead complex commercial negotiations and handle high-risk legal matters.
• Experience working with C-level executives in a fast-moving, international environment.

But beyond the paper qualifications, Enteractive seeks a leader with exceptional judgment, a strategic mindset, and the ability to translate complex legal concepts into actionable guidance. The role demands high integrity and discretion, as you will be entrusted with the company's most sensitive information.

Career Benefits: Why This Role Stands Out

This is not just a job; it is a career accelerator. As the Head of Legal at a scale-up company, you will have the opportunity to build and shape the legal function from a strategic standpoint. The benefits package reflects Enteractive's commitment to employee well-being:

• Healthy work-life balance.
• Comprehensive health insurance (in-patient and out-patient).
• Daily breakfasts and lunches prepared by an in-house chef.
• 24/7 access to coffee, teas, and snacks.
• Learning and development support and upskilling opportunities.
• A chill room with PlayStation and ping pong table.
• Friday socials, team-building, and company events.
• The chance to join a company with more than 35 nationalities across two locations (Malta and the US).

The iGaming sector is known for its dynamic culture, and Enteractive prides itself on being a place where talented people work hard and enjoy fun and competition. Working in Malta also offers a high quality of life, with a thriving expat community and a Mediterranean climate.

How to Prepare a Winning Application

Given the seniority of this role, the application process is likely to be rigorous. Here are some strategic tips to stand out:

• Tailor your CV to highlight your experience with cross-border data privacy regulations (GDPR, TCPA, CASL) and telemarketing/SMS compliance. Use specific examples of how you mitigated regulatory risk in a fast-paced environment.
• Emphasise your commercial acumen. Share instances where you helped close deals by framing legal solutions in business language.
• Showcase your leadership experience. Describe how you have built or transformed legal teams, managed external counsel, and advised C-level executives.
• Research Enteractive thoroughly. Understand their (Re)Activation Cloud® platform and how they balance player engagement with responsible gambling. Demonstrating domain knowledge will set you apart.
• Prepare for questions on how you would handle a multi-jurisdictional compliance audit or a data breach incident. The interviewer will want to see pragmatic, solution-oriented thinking.

"We always strive to be better, working hard while enjoying a good portion of fun and competition!" — Enteractive

Your Next Move

The Head of Legal role at Enteractive is a rare hybrid of legal expertise, strategic business partnership, and regulatory leadership. If you have the required PQE and are ready to work in a global, fast-growing company, this opportunity deserves a spot on your shortlist. While the deadline is not specified, the job was posted recently, and the company is actively reviewing applications. Act quickly to seize this chance to elevate your career to the next level.

Frequently Asked Questions

1. What qualifications do I need to apply for this role?

You need a law degree (LLB or equivalent) and admission to practice in a recognised jurisdiction. Additionally, you must have 8+ years of PQE, ideally in the iGaming, technology, telecoms, or a similar regulated sector. Proven experience as a senior in-house counsel and strong knowledge of GDPR, TCPA, CASL, and cross-border outreach frameworks are essential.

2. Does Enteractive offer remote work for this position?

The job listing specifies that the role is based in Gzira, Malta. It does not mention remote work, so the position is likely an on-site role. You should clarify expectations during the interview process if you have any remote work preferences.

3. What is the application deadline?

The job posting does not specify a deadline. It was listed recently, and applications are being reviewed on a rolling basis. It is best to apply as soon as possible to ensure your application is considered.

4. What makes this role different from a typical in-house counsel position?

This role goes beyond traditional legal duties. It encompasses regulatory compliance, commercial enablement, cross-functional collaboration, and corporate governance. The position is deeply integrated into the business strategy, making it ideal for legal professionals who want to influence decision-making at the highest level.