Managing Director (iGaming)

Ruby Labs

21h • Remote

About The Position

We are creating a new real-money online gambling product and are looking for a Managing Director to oversee day-to-day operations, execution, and the full build-out of the business from jurisdiction research and licensing to product launch, growth, and scaling. Profit Share This role comes with a profit-sharing incentive and equity / equity-like upside, structured to reward long-term value creation. The package is generous and aligned with a co-founder-level role. More details will be shared during the interview. The Team You will be building a high-talent, high-ownership team in a fast-paced, 100% remote environment, leveraging Ruby Labs’ existing engineering, growth, legal, and operational resources.

Requirements

• You are a smart, hands-on, and highly independent leader with experience building and scaling digital products or businesses.
• You have strong intuition for product, growth, and execution, and you think like a founder — taking full ownership of outcomes.
• You are comfortable leading teams, working closely with engineers, and being deeply involved in both strategic and operational details.

Nice To Haves

• Experience in online gambling is a strong advantage, but not critical for this role.
• We value fast learners who can navigate complex regulatory environments and make sound decisions under uncertainty.

Responsibilities

• Lead the company’s strategic development by researching and selecting suitable regulated jurisdictions and overseeing the gambling licensing process.
• Build and operate the business end-to-end, including product, operations, compliance, payment.
• Lead cross-functional teams in executing complex initiatives, ensuring alignment across engineering, product development, growth, marketing, and operations.
• Drive revenue growth and profitability while maintaining strict compliance with regulatory requirements.
• Oversee the product development lifecycle, from early architecture and roadmap definition to launch and continuous iteration.
• Collaborate closely with engineering teams to build and scale a proprietary online gambling platform.
• Ensure the product roadmap is aligned with business strategy, regulatory constraints, and user feedback.
• Oversee marketing and growth initiatives, ensuring they are data-driven, compliant, and efficient.
• Utilize analytics to optimize acquisition, retention, monetization, and long-term player value.
• Continuously monitor and analyze key financial and operational metrics, including revenue growth, margins, CAC, LTV, ARPU, and retention.
• Build internal processes, KPIs, and controls to ensure scalable and compliant operations.

Benefits

• Remote Work Environment: Embrace the freedom to work from anywhere, anytime, promoting a healthy work-life balance.
• Unlimited PTO: Enjoy unlimited paid time off to recharge and prioritize your well-being, without counting days.
• Paid National Holidays: Celebrate and relax on national holidays with paid time off to unwind and recharge.
• Company-provided MacBook: Experience seamless productivity with top-notch Apple MacBooks provided to all employees who need them.
• Flexible Independent Contractor Agreement: Unlock the benefits of flexibility, autonomy, and entrepreneurial opportunities. Benefit from tax advantages, networking opportunities, reduced employment obligations, and the freedom to work from anywhere.

What This Job Offers

• Job Type: Full-time
• Career Level: Executive
• Education Level: No Education Listed