Director – Engineering Planning & Operations
The Leaflet
full-time
Posted on:
Location Type: Remote
Location: Remote • Florida • 🇺🇸 United States
Visit company websiteJob Level
Lead
About the role
- Partner with the SVP of Technology to define and execute strategic and operational priorities.
- Drive organizational planning processes — annual, quarterly, and ongoing — ensuring initiatives align with business goals.
- Establish and maintain the technology operating cadence: leadership meetings, roadmap reviews, and cross-functional syncs.
- Track progress on key initiatives and ensure accountability across engineering and supporting teams.
- Oversee headcount planning and hiring processes for the Technology organization, ensuring alignment with company growth and budget.
- Collaborate with Recruiting, Finance, and People teams to forecast staffing needs and support onboarding and team integration.
- Partner with functional leads to ensure teams are resourced effectively for roadmap execution.
- Support capitalized project tracking and ensure compliance with financial requirements.
- Collaborate with Finance and the VP of Technical Operations on forecasting, spend tracking, and ROI analysis for technology initiatives.
- Improve transparency into cost management, productivity, and technology investment outcomes.
- Coordinate roadmap reviews and cross-functional alignment sessions between Engineering, Product, Data, and Operations.
- Track execution progress against key initiatives, proactively identifying risks and surfacing solutions.
- Develop executive presentations, progress reports, and leadership updates that translate technical progress into business insight.
- Ensure consistent communication of goals, outcomes, and progress to leadership stakeholders.
Requirements
- Bachelor’s degree in Engineering, Business, Computer Science, or a related field.
- 8+ years of experience in technology operations, program management, or engineering leadership roles.
- Strong understanding of software development organizations, product lifecycles, and roadmap management.
- Proven experience partnering with senior technology leaders in a fast-paced environment.
- Demonstrated ability to manage cross-functional planning, budgeting, and headcount processes.
- Excellent organizational, analytical, and communication skills.
- Preferred Qualifications
- MBA or Master’s degree in a technical or business discipline.
- Experience in gaming, digital entertainment, or large-scale consumer technology organizations.
- Background in capitalized project governance or technology financial management.
- Experience managing large-scale planning or portfolio management functions in a technology org.
- Familiarity with Agile methodologies, OKR frameworks, and operational performance tracking.
- Executive presence and the ability to communicate clearly at all organizational levels.
Benefits
- Competitive pay and benefits
- Flexible vacation allowance
- Flexible work from home or office hours
- Startup culture backed by a secure, global brand
- Opportunity to build products enjoyed by millions as part of a passionate team
Applicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard skills
program managementroadmap managementbudgetingheadcount planningcapitalized project governancetechnology financial managementAgile methodologiesOKR frameworksoperational performance tracking
Soft skills
organizational skillsanalytical skillscommunication skillsexecutive presencecross-functional collaboration
Certifications
Bachelor’s degreeMBAMaster’s degree