Coolbet

Chief of Staff, Engineering

Coolbet  •  €72k - €78k/yr  •  Tallinn, EE (Onsite)  •  1 day ago
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Job Description

In this role, you will help shape the future of our engineering organization by connecting strategy, people, and execution. You will partner with IT leadership to improve organizational effectiveness, strengthen decision-making, and ensure teams have the right structure, priorities, and support to deliver meaningful results. By turning complex challenges into clear plans and actionable insights, you will play a key role in helping our technology function scale and succeed. If you are a strategic thinker who enjoys bringing clarity to complexity, influencing leaders, and helping teams perform at their best, this could be the opportunity for you.

Core responsibilities

  • Shape the evolution of the engineering function through organizational design, strategic workforce planning, succession management, and capability development to enable long-term growth and scalability.

  • Partner with senior technology leadership to define strategic priorities, translate business objectives into actionable plans, and drive alignment across the engineering organization.

  • Act as a trusted advisor to engineering leaders, strengthening organizational effectiveness, leadership capability, decision-making, and overall team performance through coaching and data-driven insights.

  • Lead quarterly planning and goal-setting, establish an effective operating rhythm for the engineering leadership team, and ensure accountability, prioritization, and successful delivery of strategic initiatives.

  • Track the progress of key initiatives, proactively identify risks, remove obstacles, and balance long-term priorities with day-to-day operational needs.

  • Partner with HR to develop engineering career frameworks, talent development initiatives, and people processes that create clear growth opportunities for both technical and leadership career paths.

  • Foster cross-functional alignment by helping leaders communicate technical strategy in business terms, ensuring clarity around priorities, decisions, and organizational direction.

  • Represent and support technology leadership in cross-functional initiatives and key forums, driving collaboration, informed decision-making, and consistent follow-through.

  • Partner with Finance and the Senior Vice President, Technology & Development to support workforce planning, budgeting, resource allocation, and investment decisions through clear financial planning and performance insights.

Experience and key competencies

  • Bachelor’s degree in Business, Engineering, Computer Science, Organizational Psychology, or a related field. A Master’s degree (e.g., MBA or equivalent) is preferred.

  • 5+ years of experience in HR Business Partnering, Operations, Strategy, or a similar role within a technology organization, with experience supporting organizational development and strategic initiatives.

  • Strong understanding of organizational design, workforce strategy, and leadership development, with the ability to translate business and technology priorities into actionable people and organizational plans.

  • Excellent communication and stakeholder management skills, with the ability to build trusted relationships and influence senior leaders across technical and business functions.

  • High emotional intelligence and the ability to handle sensitive leadership and organizational matters with discretion and confidentiality.

  • Strong analytical mindset, with the ability to use organizational and business performance data to identify opportunities, assess risks, and support informed decision-making.

  • Excellent organizational skills, attention to detail, and the ability to manage multiple priorities while ensuring consistent follow-through in a fast-paced environment.

  • Self-driven, proactive, and solution-oriented approach with the ability to navigate ambiguity and drive initiatives forward.

  • Fluency in verbal and written communication in English is essential, as it's our primary means of interaction.

Think of this job ad as more of a friendly guide than a rigid 'must-have' list. We're well aware that no one will tick all the boxes, so feel free to apply even if you're not a perfect match – we love close matches too!

Our benefits, Your happiness

  • Enjoy 28 days of vacation with the option to use your balance on business days only, effectively giving you up to 10 extra days off. Combined with flexible working hours, you can make the most of your time off.

  • Prioritize your well-being with monthly sports/health compensation, full sick leave coverage for the first 8 days, our in-house gym, and a chill games room to unwind.

  • Invest in your professional growth with an annual training budget that can be used for courses, certifications, workshops, and learning opportunities relevant to your role.

  • Our office is a cozy (and dog-friendly) haven right in the heart of the city. Enjoy complimentary fruits and beverages and free parking. It's the perfect place to be productive and feel right at home.

  • Be part of the most legendary events and make amazing connections with colleagues from across the entire company.

  • Thrive in a diverse, multicultural environment where innovation and new ideas are welcomed, independence is encouraged, success is celebrated, and you'll have the freedom to make a real impact alongside talented people from across the globe.

  • .plus, if you're not already a pro, we'll teach you how to play poker!

Recruitment flow

  • Interview - Background check - Offer

  • Start date: ASAP

  • Open to candidates based in Estonia.

  • Applications are open until we find the one - take the leap and apply now!

We do not discriminate on the basis of race, religion, color, ancestry, national origin, sex, sexual orientation, gender, gender identity or expression, age, disability, medical condition, pregnancy, marital status.

Compensation

At Coolbet, we carefully consider a wide range of factors when determining your salary, including market benchmarks, specific job family, background, location, skills, and experience. The typical range for this role is 6000€-6500€ gross per month. This reflects total compensation.

Location

Tallinn, Estonia

Coolbet is an award-winning gaming company delivering both B2C and B2B platforms across international markets. We offer sportsbook, casino, and poker experiences to players in 8 countries across 3 continents and provide advanced B2B solutions to operators in the US. Part of the Sega Sammy Creation gaming segment, our core team of 500+ experts collaborates across borders to create world-class experiences for both players and operators. With a strong presence at our Tallinn HQ, home to a diverse team representing over 50 nationalities, we bring different perspectives together to shape the future of gaming through continuous product development, a collaborative culture, and a strong commitment to responsible play.Find out more about Coolbet!

Coolbet

About Coolbet

Coolbet is an award-winning gaming company offering sportsbook, casino, and poker experiences in 10 countries across 3 continents. Owned by Sega Sammy Creation, we combine innovative technology with a passion for excellence to deliver top-quality entertainment directly to players, while also providing advanced B2B solutions to operators in the US.

With a diverse team of 1100+, including around 300 based at our Tallinn HQ, representing more than 50 nationalities, we’re shaping the future of gaming through continuous product development, a collaborative culture, and a strong commitment to responsible play.

We’re a business built on entertainment and transparency, with a team that puts passion and hard work into creating top-class products and exceptional player experiences for over 2 million customers.

Since 2015, our innovative company has strived to be the fairest and most transparent gaming site. There is a lot of cool stuff we do! If you consider accomplishments as significant as life-work balance and relationships with co-workers, check our open roles and become part of this adventure.

Industry
Arts & Entertainment
Company Size
201-500 employees
Headquarters
City Centre, EE
Year Founded
2015
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