Deployment Director (Contractor Role)

Job Description

About FairPlay Sports Media:

We’re a sports media network focused on building and nurturing a portfolio of highly engaged and connected communities of sports fans and bettors to create value for our partners.

We empower sports fans with real-time intelligence, premium independent content, and unique tools so they can compete in the sports betting game.

FairPlay Sports Media currently comprises six brands (Oddschecker, WhoScored, SuperScommesse, Q4, Confido) and a digital media agency (VIME), with Oddschecker being the leading name in sports betting and odds comparison globally.

iGaming is one of the fastest-growing and most technologically innovative sectors, and we're on top of our game, powered by market-leading tech and driven by brilliant people.

Our global media partners include Forbes, The Daily Mirror, 33rd Team, Gazzetta dello Sport, Tuttomercatoweb and more.

We champion diversity and operate an open and inclusive culture as well as being focused, fast-paced, and always making sure to have fun along the way. So why not join us at FPSM and be part of something bigger…

Deployment Director (Contractor Role)

Location: London (Hybrid )

Start Date: ASAP

Duration: Until December 2025, with potential for extension or permanent engagement based on project outcomes and business need.

What We Are Looking For

We are seeking a strategic and results-driven Deployment Director to lead the rollout of our technology solutions across a diverse set of internal projects and external partner environments. This is a highly collaborative, cross-functional role requiring strong leadership, exceptional project management, and relationship-building skills.

The Deployment Director will be accountable for ensuring that FPSM’s platforms and products are delivered efficiently, consistently, and with measurable impact—whether for internal systems, global partnerships, or regional implementations.

You Will Be Responsible For

• Leading the end-to-end deployment lifecycle of FPSM products and platforms across multiple workstreams.
• Overseeing the configuration, implementation, and rollout of technology in both owned-and-operated environments and partner networks.
• Working across a variety of software deployments, adapting approaches for different markets, systems, and partners.
• Managing project timelines, budgets, and resource plans to support scalable delivery.
• Program management and transparency, highlighting key dependencies and critical success factors, including gap analysis of organizational, territorial, and product-related resources.
• Coordinating internal and third-party resources, ensuring alignment and accountability across all phases of deployment.
• Establishing and refining best practices and frameworks for efficient, repeatable, and high-quality technology rollouts.

You Will Be Accountable For

• Delivering complex deployment projects on time, on budget, and with clear performance outcomes.
• Ensuring cross-team alignment and smooth operational handovers.
• Mitigating risks and managing issues throughout the deployment lifecycle.
• Providing visibility into progress and performance through reporting and KPIs.
• Championing strong, hands-on project management practices across all initiatives.
• Identifying and coordinating third-party resources as needed, such as user journey expertise or other specialist inputs that support deployment success.

You Will Be Supporting

• Internal stakeholders by ensuring technology implementations align with operational and strategic goals.
• External partners by delivering high-quality deployment experiences that support long-term relationships and impact.
• Cross-functional teams by ensuring smooth communication, clarity of objectives, and execution against roadmap priorities.

Your Skillset

• 3 to 5+ years of experience in deployment, implementation, or program/project management roles.
• Proven ability to lead large-scale technology deployments in complex, fast-moving environments.
• Strong stakeholder engagement and relationship-building skills, with a collaborative and diplomatic approach.
• Technical fluency in SaaS, platforms, or enterprise systems.
• Experience managing internal and third-party delivery teams.
• Proficiency in tools such as Jira, Asana, or MS Project.
• Familiarity with Agile, ITIL, or other delivery frameworks is a plus.
• Strong problem-solving, communication, and reporting skills, with an analytical and outcome-focused mindset.