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Chief Executive Officer (CEO)
Location: São Paulo, Brazil
Working model: Hybrid
About the Opportunity
We are seeking an experienced Chief Executive Officer to lead and scale a regulated online betting and gaming operation in Brazil.
This is a unique opportunity to join the business at a critical stage of growth and play a key role in building a market-leading operation within one of the world’s most dynamic and strategically important regulated gaming markets.
The successful candidate will serve as the senior executive leader for Brazil, working closely with the Board, international stakeholders, regulators, and local teams to drive sustainable growth, ensure regulatory excellence, and establish a strong operational foundation for long-term success.
Reporting to the Board, the CEO will be responsible for developing and executing the company’s strategy in Brazil while navigating a rapidly evolving regulatory environment and building a high-performing local organisation.
The Role
The Chief Executive Officer will have full responsibility for the Brazilian operation, leading the company’s commercial, operational, regulatory, and strategic initiatives.
This position requires an accomplished business leader with a proven track record of scaling businesses, delivering sustainable growth, and successfully navigating complex regulatory environments. The successful candidate will combine strategic leadership with a hands-on approach, building the infrastructure, processes, and leadership team required to support long-term success.
The role will oversee all aspects of the Brazilian business, including Commercial, Operations, Compliance, Regulatory Affairs, Finance, Payments, Customer Operations, and Strategic Partnerships.
Key Responsibilities
Business Strategy & Growth
Define and execute the company’s strategic vision for Brazil, driving sustainable revenue growth, profitability, and market-share expansion. Lead the next phase of business scaling by building the infrastructure, teams, and processes required to support accelerated growth. Identify and capitalise on new commercial opportunities within the regulated market, while delivering performance against agreed objectives and growth targets.
Regulatory & Government Relations
Lead the company’s engagement with Brazilian regulators and industry stakeholders. Navigate Brazil’s evolving regulatory landscape and ensure the business remains fully compliant with all licensing obligations and operational requirements. Build and maintain strong relationships with key influencers, industry bodies, regulatory authorities, and strategic partners. Act as the primary representative of the company within the Brazilian market, ensuring the organisation maintains the highest standards of compliance, governance, and responsible gaming.
Operational Leadership
Build and strengthen the local organisational infrastructure required to support growth. Establish high-performing operational frameworks across all business functions and ensure operational excellence across customer operations, payments, compliance, risk, and support functions. Develop scalable processes capable of supporting future expansion and lead business-readiness initiatives relating to licensing, compliance, and regulatory requirements.
Leadership & Team Development
Build, lead, and develop a high-performing leadership team. Foster a culture of accountability, collaboration, and performance, while recruiting, mentoring, and retaining top talent across the organisation. Ensure alignment between local teams and global business objectives, creating an environment that supports innovation, growth, and continuous improvement.
International Stakeholder Management
Work closely with the Board and senior international stakeholders. Navigate cross-cultural business environments and international reporting structures, managing communication and collaboration across multiple time zones and stakeholder groups. Provide regular updates to the Board regarding business performance, regulatory developments, and strategic initiatives. Act as the key bridge between the Brazilian operation and the wider global organisation.
Governance & Risk Management
Ensure strong governance standards across all areas of the business. Oversee risk management, compliance, responsible gaming, and operational controls. Support the development of sustainable and compliant business practices, ensuring the business remains prepared for regulatory reviews, audits, and inspections. Protect the company’s reputation and long-term position within the Brazilian market.
Required Experience
The successful candidate will have proven experience as a CEO, Managing Director, Country Manager, General Manager, or in an equivalent senior leadership role. They will have demonstrated success scaling and growing businesses in Brazil, including building teams, operational infrastructure, and commercial capabilities through periods of significant expansion.
They will have a strong track record of delivering growth within highly regulated industries, along with experience managing complex relationships with regulators, government bodies, industry associations, and key market stakeholders. A deep understanding of the Brazilian regulatory environment and the challenges associated with operating in regulated markets is essential.
The candidate will have experience building organisations and operational frameworks from the ground up, working with Boards, investors, and international leadership teams. They will bring strong commercial, operational, and strategic leadership capabilities, alongside excellent communication, stakeholder-management, and decision-making skills.
Preferred Qualifications
Experience within online gaming, sports betting, iGaming, payments, fintech, or another highly regulated digital industry is strongly preferred. The ideal candidate will have experience supporting licensing processes, market launches, or regulatory approvals, as well as an existing network across the Brazilian gaming, payments, regulatory, media, or technology sectors.
Experience operating within multinational organisations and global reporting structures is desirable, as is a proven ability to lead businesses through regulatory change and market transformation. Fluency in Portuguese and English is required.
Why Join Us
This is an opportunity to lead and shape a high-growth regulated gaming operation in Brazil, with direct exposure to Board-level leadership and international stakeholders. The successful candidate will have the ability to build teams, infrastructure, and strategy from the ground up, with significant influence over the future direction and success of the business.
The company offers a dynamic, entrepreneurial, and fast-growing environment, with flexible compensation structures available through CLT or PJ engagement. Equity participation is open for discussion. This is an opportunity to play a defining role in one of the world’s most exciting regulated gaming markets.
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 .
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