Technical Advisor to the CTO

4 Minutes ago • 15 Years +

Job Summary

Job Description

PENN Interactive is seeking an exceptional Technical Advisor to the CTO, a newly created, high-impact role reporting directly to our CTO. This individual will serve as a trusted partner and strategic extension, shaping the future of technology and products. Responsibilities include generating research, synthesizing insights, hands-on prototyping, driving cross-organizational initiatives, and facilitating team alignment towards common goals. The role requires tight coordination with leaders across Engineering, Product, Design, and Strategy, fostering a can-do culture and aligning resources for success.
Must have:
  • Serve as a trusted partner and strategic extension of the CTO
  • Shape the future of technology and products
  • Generate research and synthesize insights into specific technical domains
  • Perform hands-on prototyping and technical exploration
  • Drive initiatives that span across the organization
  • Help multiple teams move towards common goals across the Interactive group
  • Coordinate and collaborate with leaders across Engineering, Product, Design, Strategy
  • Conduct research to synthesize key opportunities, issues, and progress
  • Drive projects requiring collaboration from multiple teams
  • Produce reading material for the CTO and executive leaders
  • Engage with CTO on iterative investigations and prototyping
  • Drill down into technical areas based on CTO’s request
  • Create and maintain iterative mini-brainstorms
  • Produce a range of recommendations to the CTO based on research
  • Demonstrated expertise in research, engineering and product development
  • Acknowledged as a deep expert in technical domains
  • 15+ years of Software Engineering experience
  • Experience building consumer facing platforms, using bleeding-edge technologies
  • Experience working closely with executive leaders
  • Proven customer facing experience
  • Proven ability to navigate large organizations and to influence/inspire peers
  • Works through high levels of ambiguity and drives clarity to senior leadership
  • Thorough understanding of cloud computing, cloud data center design, and distributed solution needs
  • Demonstrated ability to work through biases and preconceived notions
  • Able to pursue breakthrough thinking by assessing established and emerging thought leadership
  • Able to build bridges and assist the CTO with developing relationships with external industry and academic thought leaders
  • Strong communication style that conveys expertise, clarity, and confidence
Good to have:
  • Master's or PhD in Computer Science or related Engineering fields
  • Startup experience
  • Track record of speaking externally
Perks:
  • Competitive compensation package
  • Fun, relaxed work environment
  • Education and conference reimbursements
  • Parental leave top-up
  • Opportunities for career progression and mentoring others

Job Details

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 progress to 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 on iterative investigations and prototyping as needed. Drill down into technical areas based on the CTO’s request and personal sense of company priorities/market trends. Create and maintain iterative mini-brainstorms to ensure alignment with CTO thought leadership and just-in-time fluidity of investigation efforts.
  • Produce a range of recommendations to 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 in research, engineering and product development. You will be acknowledged as a deep expert in technical domains with a reputation as a credible thought leader.
  • 15+ years of Software Engineering experience is required.
  • Experience building consumer facing platforms, using bleeding-edge technologies.
  • 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 ability to navigate large organizations and to influence/inspire peers in engineering and product development. Works through high levels of ambiguity 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 notions through systemic, disciplined research and investigations.
  • Able to pursue breakthrough thinking by assessing established and emerging thought leadership.
  • Able to build bridges and assist the CTO 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

Penn Interactive is proud to be an equal opportunity workplace. We will consider all qualified applicants for employment without regard to race, color, religion, age, sex, sexual orientation, gender identity, national origin, disability, veteran status, genetic information, or any other basis protected by applicable law.Base pay is one part of the Total Rewards that Penn Interactive provides to compensate and recognize employees for their work. Most sales positions are eligible for a Commission under the terms of an applicable plan, while most non-sales positions are eligible for a Bonus. Additionally, Penn Interactive provides best-in-class benefits to eligible employees. We believe that benefits should connect you to the support you need when it matters most, and should help you care for those who matter most. That’s why we provide an array of options, expert guidance and always-on tools, that are personalized to meet the needs of your reality – to help support you physically, financially and emotionally through the big milestones and in your everyday life.

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