Technical Advisor to the CTO

theScore; Toronto; Remote; CAD 120,000 - 180,000; Full time

Job summary

Join PENN Entertainment's digital team as a Technical Advisor to the CTO, where you'll shape the future of technology and products. In this role, you will lead research, manage projects across teams, and drive innovation within the Interactive division. We're looking for a senior leader with significant software engineering experience and a strong presence in collaborative environments. Enjoy competitive compensation, career growth opportunities, and a relaxed work culture.

Benefits

Competitive compensation package

Fun, relaxed work environment

Education and conference reimbursements

Parental leave top-up

Opportunities for career progression

Qualifications

• 15+ years of Software Engineering experience required.
• Demonstrated expertise in technical domains.
• Proven ability to navigate large organizations.

Responsibilities

• Conduct research to identify key opportunities and synthesize insights.
• Drive cross-team projects while fostering collaboration.
• Produce recommendations and learning materials for the CTO.

Skills

Software Engineering

Technical Research

Cloud Computing

Product Development

Executive Communication

Education

Master's or PhD in Computer Science or related Engineering fields

Job description

PENN Entertainment, Inc. is North America’s leading provider of integrated entertainment, sports content, and casino gaming experiences. From casinos and racetracks to online gaming, sports betting and entertainment content, we deliver the experiences people want, how and where they want them.

We’re always on the lookout for those who are passionate about creating and delivering cutting-edge online gaming and sports media products. Whether it’s through ESPN BET , Hollywood Casino, theScore Bet Sportsbook & Casino , or theScore media app, we’re excited to push the boundaries of what’s possible. These state-of-the-art platforms are powered by proprietary in-house technology, a key component of PENN’s omnichannel gaming and entertainment strategy.

When you join PENN Entertainment’s digital team, you’ll not only work on these cutting-edge platforms through theScore and PENN Interactive, but you’ll also be part of a company that truly cares about your career growth. We’re committed to supporting you as you expand your skills and explore new opportunities.

With locations throughout North America, you can build a future at PENN Entertainment wherever you are. If you want to challenge conventions in gaming, media and entertainment, we want to talk to you.

About the Role & Team

PENN Interactive is seeking an exceptional Technical Advisor to the CTO—a newly created, high-impact role reporting directly to our CTO. As the first and only Technical Advisor, you will serve as a trusted partner and strategic extension of the CTO, helping to shape the future of our technology and products. You will be generating research, synthesizing insights into specific technical domains, doing hands-on prototyping & technical exploration, driving initiatives that span across the organization, and helping multiple teams to move towards common goals across the Interactive group.

The role requires tight coordination and collaboration with leaders across the org within Engineering, Product, Design, Strategy, and more.You will work across these teams toward a common vision and then facilitate planning and execution for the space across the interactive group.

This leader must have a strong senior presence, communicate effectively with internal and external stakeholders, and foster a can-do culture that aligns resources, priorities, and processes for success.

About the Work

• You will conduct research to synthesize key opportunities, issues, and progressto date. Generate briefs that synthesize shared and divergent points of view and positions.The scope may vary from small investigations to substantial areas.
• Drive projects that require collaboration from multiple teams across the Interactive division while sharing a common strategic vision. Help teams evolve their understanding of a new Penn Interactive culture of engineering, in partnership with engineering leadership.
• Produce reading material for the CTO and executive leaders with summations, highlighted focus areas for deep processing, and prioritized order of consuming these reading materials. The reading will include the synthesis of a broad range of materials (academic research, business media & consultancies reports, white papers of internal teams, etc.).
• Engage with CTO oniterative investigations and prototyping as needed. Drill down into technical areas based on the CTO’s requestand personal sense ofcompanypriorities/market trends. Create and maintain iterative mini-brainstorms to ensure alignment with CTO thought leadership and just-in-time fluidity of investigationefforts.
• Produce a range of recommendationsto the CTO based on research. Those may range from vision to individual solutions, depending on the topic, scope, and complexity.

About You

• You will have demonstrated expertise inresearch,engineering and product development. You will be acknowledgedas adeep expert in technical domains with a reputation as a credible thought leader.
• 15+ years of Software Engineeringexperienceis required.
• Master's or PhD in Computer Science or related Engineering fields is preferred.
• Experience working closely with executive leaders.
• Proven customer facing experience - Startup experience considered an asset.
• Proven abilityto navigate large organizations andto influence/inspire peers in engineering and product development. Works through high levels ofambiguity and drives clarity to senior leadership.
• Thorough understanding of cloud computing, cloud data center design, and distributed solution needs in high scale scenarios.
• Demonstrated ability to work through biases and preconceived notionsthrough systemic, disciplined research and investigations.
• Able to pursue breakthrough thinking by assessing established and emerging thought leadership.
• Able to build bridges and assist theCTO with developing relationships with external industry and academic thought leaders; develop and maintain own relationships.
• Strong communication style that conveys expertise, clarity, and confidence. Track record of speaking externally is considered an asset.

What We Offer

• Competitive compensation package.
• Fun, relaxed work environment.
• Education and conference reimbursements.
• Parental leave top-up.
• Opportunities for career progression and mentoring others.

#LI-REMOTE

theScore is committed to creating a diverse environment and is proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability or age.

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