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Remote

Director of Product & Commercial Analytics - Sweepstakes - Remote US / EU

Remote, North America, Europe

$135-160k + Benefits + Equity

Pentasia is partnering with an exciting high-growth online sweepstakes business that has recently completed a major rebrand and is entering its next phase of expansion. As the business continues to scale, they are seeking a Director, Product & Commercial Analytics to become a key member of the leadership team. Reporting directly to the General Manager, this role will sit at the centre of commercial decision-making, helping shape product strategy, player growth, retention, payments performance, profitability, and overall business success. This is far more than a reporting function. The successful candidate will use data to influence strategic decisions, challenge assumptions, identify growth opportunities, and provide leadership with the insights needed to scale a profitable and sustainable gaming business. Key Responsibilities Commercial & Player Analytics Own and optimise key business metrics including LTV, ROAS, retention, profitability, player value and cohort performance. Evaluate acquisition quality, CRM effectiveness, VIP performance and player lifecycle activity. Develop frameworks that support investment and resource allocation decisions. Product & Gaming Analytics Partner with Product and Operations teams to assess game performance, promotional effectiveness, loyalty initiatives and personalisation strategies. Analyse engagement, conversion, retention and monetisation metrics. Support commercial decision-making through supplier and content performance analysis. Payments, Risk & Sweepstakes Economics Analyse payments performance, fraud trends, chargebacks, KYC outcomes and redemption behaviour. Evaluate sweepstakes economics and identify indicators of operational or compliance risk. Help ensure growth remains healthy, scalable and sustainable. Forecasting & Strategic Decision Support Build forecasting models across acquisition, retention, revenue and profitability. Support budgeting, planning and scenario analysis. Develop executive reporting frameworks and KPI governance processes. Deliver strategic recommendations that directly impact business performance. What We're Looking For Required 5+ years of experience within analytics, strategy, product analytics, gaming analytics or a related field. Strong SQL and business intelligence expertise. Proven ability to translate complex data into commercial decisions. Experience partnering with senior stakeholders and cross-functional teams. Excellent communication, analytical and problem-solving skills. Preferred Experience within Sweepstakes, Social Casino or iGaming. Knowledge of player value modelling, CRM analytics, payments, fraud or retention. Experience with forecasting, experimentation and statistical analysis. Familiarity with tools such as Snowflake, Databricks, Power BI, Tableau or Python. Why Join? This is a rare opportunity to join a rapidly scaling gaming business at a pivotal stage of growth. You will work directly with executive leadership, influence strategic direction, and build the analytical foundations that drive long-term commercial success.
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Remote

Account Manager

Remote, Europe

Strong basic salary + bonus

Fully remote (based in the UK, Slovenia, Austria, Spain, Italy or Bulgaria) Own your accounts end to end Global market leader Account Manager – iGaming (Remote) I'm working with a global market leader in the gambling industry on an Account Manager hire. This role is fully remote, but candidates must be based in the UK, Slovenia, Austria, Spain, Italy or Bulgaria. This is a commercial, client-facing role — you'll own relationships with operators, manufacturers and regulators, run the full sales cycle from lead to signed contract, and keep clients close after the deal's done. Plenty of travel and real autonomy. You'll bring: A track record in sales, account management or business development Confidence presenting to and influencing clients Strong organisation across multiple accounts and deadlines Fluent English (gaming/regulated-sector experience a plus, not essential) On offer: Competitive salary + discretionary bonus Flexible holiday, career development and structured progression International team, 30+ nationalities Travel and exposure to a global client base
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Remote

Business Development Manager

Remote, Europe

Strong basic salary + commission bonus

Own a UK commercial patch end to end. Global market leader in the gambling industry. Real autonomy and room to grow. Business Development Manager A global market leader in the gambling industry is hiring a Business Development Manager to drive sales and own client relationships across a busy commercial patch. You'll manage the full cycle - lead generation through to contract signing and post-sale follow-up - with plenty of travel and real autonomy. The role; You'll build and maintain relationships with assigned clients across the manufacturer, operator and regulator space, owning sales activity end to end and being accountable for revenue and client satisfaction. What you'll be doing; Meeting clients to negotiate and secure new business, and keeping existing relationships strong Delivering sales presentations and tailoring solutions to client needs Owning the full sales cycle from lead to signed contract, then follow-up Forecasting client activity and setting your own performance targets Reviewing market activity to spot where clients' needs are heading Keeping CRM records accurate and up to date Representing the business at tradeshows and industry conferences Coordinating client training or service delivery where needed What you'll bring; A track record in commercial, sales or business development - ideally with some exposure to gaming, gambling or a related regulated sector Confidence presenting to and influencing both small groups and large audiences A proactive, self-starting approach with strong time management The ability to juggle multiple clients, projects and deadlines without dropping detail Solid written communication - reports, proposals, business correspondence Competence across MS Office and CRM tools Fluent English What's on offer; Competitive salary with a strong benefits package International travel and exposure to a global client base A culture built around development and progression, with scope to grow into team leadership over time
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Remote

Director of Casino Operations - iGaming - Remote US/EU

Remote, North America, Europe

$100-150k + Equity

We are partnered with a fast-growing online gaming business that is redefining how players engage with digital casino entertainment. Combining a strong game portfolio, data-driven decision making, and a focus on player experience, the business is entering a new phase of growth across North America. Following a recent rebrand and significant investment into product and technology, the company is scaling its leadership team and strengthening its operational infrastructure. This is a high-impact opportunity to join at a pivotal stage and play a key role in shaping the next phase of growth. The Opportunity The Director of Casino Operations will be responsible for the day-to-day commercial performance of the online casino offering. Reporting directly to the General Manager, this hire will own the operational and commercial execution across key areas including game performance, supplier relationships, player experience, and promotional effectiveness. This role requires a commercially driven operator with a strong understanding of online gaming and a passion for delivering best-in-class player experiences. Commercial Performance Key Responsibilities Commercial Performance Own core casino KPIs including revenue, engagement, retention, player value, and bonus efficiency Identify opportunities to improve profitability and long-term customer value Partner with analytics teams to evaluate trends and inform business planning Content & Supplier Management Manage relationships with game providers, aggregators, and platform partners Optimise game portfolio performance and content strategy Evaluate new suppliers and technologies to enhance product offering and commercial outcomes Player Experience & Operations Oversee the end-to-end player journey across onboarding, payments, gameplay, and support Identify and remove friction points across the customer lifecycle Collaborate closely with Product, Payments, Risk, VIP, CRM, and Customer Support teams Strategic Growth & Partnerships Identify opportunities to improve operational efficiency and player engagement Support vendor selection, commercial negotiations, and strategic initiatives Contribute to long-term growth strategy and execution Leadership Act as a key operating partner to the General Manager Lead cross-functional initiatives from concept through execution Establish strong operating discipline and accountability across teams Support the development of scalable operational processes Success in the First 12 Months Improve key commercial KPIs across revenue, retention, engagement, and profitability Enhance visibility into supplier performance and casino economics Deliver measurable improvements in player experience Develop strategic partnerships that strengthen the product and operating model Become a trusted member of the leadership team Requirements Essential 7+ years’ experience within online casino, iGaming, sportsbook, social casino, or sweepstakes environments Strong understanding of gaming economics, player behaviour, and retention strategies Experience managing vendors, suppliers, or commercial partnerships Proven track record of improving performance through data-driven decision making Experience leading cross-functional initiatives in a fast-paced environment Strong analytical and stakeholder management skills Preferred Experience with leading online casino or sweepstakes operators Background managing game providers and aggregators Experience influencing P&L performance Exposure to payments, CRM, loyalty, fraud, or engagement technologies Experience in high-growth or scaling organisations Candidate Profile Commercially minded operator with a hands-on approach Comfortable working across strategy and execution Strong balance between player experience focus and commercial performance Thrives in fast-paced, growth environments Motivated by building and scaling high-performing businesses
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Remote

Head of VIP and Loyalty - iGaming | Sweepstakes | Remote

Remote, North America, Remote

$130,000/base (USD)+ Bonus + Equity

Head of VIP & Loyalty Location: Remote (North America and Europe) Compensation: $130,000/base (USD) + Bonus + Equity Our client is a fast-growing online gaming company redefining how players engage with casino entertainment across North America.  We are seeking a Head of VIP & Loyalty to join the leadership team and own the strategy, execution, and evolution of VIP and loyalty programs. This role is ideal for a commercially minded, player-first leader who thrives at the intersection of hospitality, analytics, and retention strategy in a fast-paced gaming environment. Position Summary The Head of VIP & Loyalty is responsible for developing and scaling VIP, loyalty, and high-value player strategies that drive long-term retention, profitability, and player satisfaction. Reporting directly to the General Manager, this role owns the lifecycle, engagement, and value of the company’s most important player segments while building a scalable VIP and loyalty framework to support growth. The ideal candidate brings a strong balance of relationship management, commercial decision-making, and data-driven thinking, with hands-on experience managing high-value players in online gaming environments. Key Responsibilities Own the end-to-end VIP strategy and lifecycle management for high-value and emerging VIP players Develop segmentation frameworks to identify, grow, and retain VIP players Create personalized experiences that strengthen engagement, retention, and long-term loyalty Monitor player value, profitability, retention, and lifetime performance Partner with CRM and Product teams to evolve loyalty, rewards, and engagement programs Design benefits, experiences, and promotional frameworks that drive sustainable player value Establish reinvestment frameworks and player treatment guidelines Evaluate offer effectiveness, promotional efficiency, and player profitability Balance premium player experience with responsible commercial decision-making Champion exceptional service standards for VIP and high-value players Partner cross-functionally with Customer Support, Payments, Risk, Product, and Analytics teams to remove friction across key player journeys Lead, develop, and scale the VIP team while setting performance standards and operating processes Act as a key advocate for the voice of the player within the leadership team Qualifications 5+ years of experience in VIP, loyalty, CRM, or player development roles Background in online casino, iGaming, sports betting, sweepstakes, or social casino Strong understanding of player retention, engagement, and lifecycle management Proven experience managing high-value player segments Strong analytical, commercial, and strategic decision-making skills Excellent communication and leadership capabilities Why Join The Team? You enjoy building meaningful, long-term player relationships You thrive in roles that blend hospitality, analytics, and commercial strategy You want ownership and influence within a growing gaming business You value autonomy, leadership impact, and cross-functional collaboration You believe loyalty is earned through exceptional experiences and thoughtful engagement
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Remote

Associate General Counsel, Litigation & IP | iGaming | Remote U.S.A.

Remote, North America

Dependant on Experience

The Company Our client is a fast-growing international iGaming business, focused on delivering innovative gaming experiences across global markets. With continued expansion in the US, they are now seeking an experienced Legal Director to lead litigation, IP enforcement, and compliance efforts. The Role Reporting into senior leadership, you will take ownership of all US-based litigation, intellectual property enforcement, and regulatory compliance. This is a senior, hands-on role requiring deep expertise across disputes, IP protection, and gaming regulation. You will work cross-functionally with Product, Marketing, and Operations teams while managing external counsel and enforcement partners. Key Responsibilities Litigation & Dispute Resolution • Lead all US corporate legal disputes, including litigation, arbitration, and government investigations • Develop and execute litigation strategy, including evidence gathering and case management • Manage and coordinate external counsel and support court proceedings • Assess legal and reputational risks, providing clear and timely mitigation strategies Intellectual Property Enforcement • Monitor competitor activities to identify IP infringements, including game cloning, asset misuse, and trademark violations • Lead enforcement actions, including evidence collection and takedown submissions across platforms (App Store, Google Play, Meta, TikTok, etc.) • Build and implement scalable IP enforcement processes to improve efficiency and success rates • Collaborate with external law firms and enforcement vendors where required US Legal Compliance • Monitor and interpret US federal and state regulations across gaming, data privacy, advertising, and consumer protection • Ensure full compliance across all US-facing operations • Review and advise on legal documentation including: o Terms & Conditions o Privacy Policies o Marketing materials and promotional campaigns • Provide practical, business-focused legal guidance to Product, Marketing, and Operations teams Stakeholder Management • Manage relationships with external law firms, IP enforcement agencies, and platform partners • Optimize legal spend and vendor performance • Act as a key legal partner to internal stakeholders across multiple functions Requirements • Juris Doctor (JD) or equivalent legal qualification • Active US Bar admission strongly preferred • Minimum 10+ years’ legal experience, including: o 5+ years handling US litigation and/or IP enforcement o Prior experience within the gaming or iGaming industry (essential) • Strong drafting and negotiation skills with the ability to manage complex legal matters independently • Excellent stakeholder management and communication skills • Proven ability to operate in a fast-paced, high-growth environment What’s on Offer • Competitive base salary + Bonus • Opportunity to play a key role in a high-growth iGaming business • Exposure to complex, cross-border legal challenges  
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Remote

Sales Manager - Europe

Remote, Europe

Strong basic salary + commission bonus

Sales Manager - Europe A fast-growing iGaming technology platform provider is expanding into Europe and wants a Sales Manager to lead that push. They build turnkey and white-label platforms across casino, sportsbook, sweepstakes and prediction markets, and already have a solid client base across the US, UK and Europe. This is a hunter role and it's fully remote. You'll run the full sales cycle across European markets - finding operators, aggregators and partners, building the relationships and closing the deals. You'll also work closely with leadership on regional strategy, so it's a good fit if you want a direct line to the people making decisions rather than another seat in a big sales team. It's remote and you'll be running your own patch, so you need to be someone who can genuinely manage themselves - set your own priorities, stay on top of your pipeline and keep deals moving without anyone chasing you. What you'll be doing; Selling B2B iGaming platform technology across Europe Finding and winning new operators, aggregators and strategic partners Owning deals end to end, from first conversation to signed contract Shaping the regional sales strategy and hitting revenue targets Keeping a clean pipeline and honest forecasts Representing the business at the major industry events What you'll need; 3+ years in iGaming sales or BD A real understanding of B2B platform sales (casino and sportsbook) A live network of European operators, aggregators and stakeholders A track record of closing high-value deals The discipline to manage yourself in a remote, fast-moving business What's on offer; Fully remote working, a competitive base with performance incentives, a genuine say in how the European expansion plays out, and the kind of visibility you only really get in a company that's scaling.
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Remote

Head of Sales

Remote, Europe

Good base and bonus

Head of Sales - iGaming Mix of new business development and managing a small sales team  Sports betting solutions related  Based anywhere in Europe  Established, successful  business.  Great earning potential and benefits package  This company is an established B2B provider of sports betting solutions to the iGaming sector. It has offices and people dotted around the globe, in particular across Europe, Asia and the USA. This role has  a global remit and the person in the role will  focus on managing a small team of sales people, with a view to growing the team.  Reporting to C level, this role could be based pretty much anywhere in Europe. You will focus on selling the company's  range of sports betting solutions to the operators globally. You will also be tasked with mentoring, coaching and leading a small a sales team.       Candidates will need to have solid sales experience selling sports betting solutions into the iGaming sector. Ideally you will also have solid people management experience.   In return the company can offer a great package, uncapped commission, generous employment benefits and real career opportunities globally !  For an initial discussion about the role, please contact Karl Harenburg at Pentasia .      
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Remote

Head of Streamers and Influencers - Crypto Casino

Remote, Europe

£70,000 to £90,000 pa

Our client is looking for a head of Streamer and influencers to own that channel end to end. You’ll build and run their  entire streamer and influencer programme - finding the right partners, structuring the deals, and turning those relationships into a repeatable, measurable engine for growth. This is a hands-on role with real ownership. You’ll have a budget, the freedom to move fast, and the runway to prove what works. As the channel scales, you’ll build and lead the team around you.   What you’ll do Own the streamer and influencer channel end to end - from strategy through to execution and results. Identify, recruit, and build relationships with streamers and influencers across Twitch, Kick, YouTube, X, and beyond. Negotiate and structure deals - CPA, revenue share, hybrid, flat - that drive growth while protecting margin. Manage partners day to day, keeping them engaged, performing, and aligned with the brand. Build the tracking, attribution, and reporting that shows exactly what each partner is delivering. Develop the creative, assets, and incentives that make their partners want to work with them. If this sounds like your next opportunity then please get in touch.
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Remote

CEO - Sweepstakes - Remote in USA

Remote, North America

$280k - $320k + Bonus + Equity + Benefits

We are partnering with a high-growth digital gaming business to appoint a Chief Executive Officer to lead and scale a newly established sweepstakes operation. This is a rare opportunity to take full ownership of a fast-moving, venture-backed business unit, with responsibility for strategy, execution, and commercial performance. The role combines entrepreneurial leadership with operational rigour, balancing rapid growth with long-term profitability in an evolving regulatory environment. The Role Own the full P&L, delivering against revenue, margin, and growth objectives Define and execute the overall business strategy, including product roadmap, go-to-market approach, and market positioning Build, lead, and develop a high-performing leadership team across product, marketing, engineering, and operations Drive player acquisition, engagement, retention, and monetisation strategies, optimising key metrics such as LTV, MAU, and GMV Establish scalable operational processes and infrastructure to support growth Ensure full compliance with sweepstakes regulations across all operating markets Develop and manage strategic partnerships with platforms, affiliates, game suppliers, and third-party vendors Provide clear reporting and insight on business performance, risks, and opportunities to senior stakeholders Balance short-term revenue delivery with long-term value creation and sustainable growth Candidate Profile Strategic leadership with the ability to translate vision into execution Strong commercial and financial acumen, including P&L ownership and unit economics Deep understanding of player behaviour, engagement loops, and monetisation strategies Experience building scalable, data-driven operations Solid understanding of regulatory frameworks within sweepstakes or adjacent gaming models Proven ability to build and lead high-performing, cross-functional teams Experience Required 5–10+ years of hands on leadership experience within iGaming, social casino, mobile games or sweepstakes. Track record of building and scaling consumer-facing digital products or business units Strong background in player acquisition, retention, and monetisation strategies Experience with social casino, mobile gaming, or real-money adjacent models Familiarity with virtual economies, in-game currencies, and live operations Experience managing platform relationships (e.g. app stores), vendors, and partners Comfortable operating in high-growth, ambiguous, and entrepreneurial environments Why this role? Lead a high-growth business at CEO level with full ownership and autonomy Work within one of the most dynamic and fast-evolving areas of digital gaming Significant upside through performance incentives and equity participation Opportunity to build a business from the ground up with strong backing
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