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Core Competencies
Role fitCore Competencies
Use this summary to align your resume positioning with the role.
Demonstrates extensive engineering leadership with a focus on developing and executing long-term strategies, fostering innovation, and driving organizational transformation. Proven ability to lead large, multi-level engineering teams while implementing AI strategies and ensuring operational excellence.
Highest-signal resume keywords
Engineering LeadershipAI Strategy DevelopmentOrganizational DesignExecutive CommunicationGovernance Implementation
ATS Keywords
Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills
Engineering Strategy DevelopmentAI/ML Product ShippingCloud PlatformsModern Software ArchitectureAgile MethodologiesOperational ExcellenceBudgetingResource AllocationPerformance MetricsContinuous Improvement
Soft Skills
CoachingMentoringInfluencingCollaborationAccountability
Tools & Technologies
AI-Assisted Development ToolsDistributed SystemsEnterprise AI StrategiesTechnical Investment PrioritiesEngineering Governance Frameworks
Industry Keywords
High-Growth TechnologyMarketplaceSaaSConsumer TechnologyOrganizational Transformation
Tech Stack
Tools & technologiesCloudDistributed Systems
About the role
Key responsibilities & impact- Develop and execute long-term engineering strategy aligned with company vision and business objectives
- Partner with the CTO and executive leadership on technology investments, organizational priorities, and strategic initiatives
- Lead organizational planning across multiple engineering functions
- Establish engineering governance, operating rhythms, and decision-making frameworks
- Present engineering strategy, organizational health, investment recommendations, and business outcomes to executive stakeholders
- Champion emerging technologies, AI capabilities, and engineering best practices
- Recruit, hire, develop, and retain engineering leadership and technical talent
- Lead, coach, and mentor Engineering Directors, Engineering Managers, and senior technical leaders
- Drive leadership development, succession planning, workforce strategy, and organizational design
- Foster ownership, accountability, inclusion, innovation, and continuous learning
- Lead restructures and workforce planning initiatives
- Conduct skip-level meetings and partner with People, Finance, and executive leadership
- Establish enterprise engineering standards, architectural governance, and technical investment priorities
- Provide executive technical leadership for the Weedmaps technology ecosystem
- Drive modernization to improve scalability, reliability, security, performance, and developer productivity
- Set and drive AI strategy with Product, Data, and Machine Learning teams
- Sponsor cross-functional technology initiatives across Engineering, Product, Design, Infrastructure, Developer Experience, Security, Data, and Operations
- Own engineering operating plans, workforce planning, budget forecasting, and investment evaluation
- Identify organizational risks and implement mitigation strategies
- Establish executive KPIs, organizational scorecards, and performance metrics
- Drive continuous improvement in productivity, software quality, reliability, and delivery predictability
- Represent Weedmaps through conferences, partnerships, and executive leadership forums
- Directly manage Engineering Directors and senior engineering leaders while indirectly leading a large multi-level organization
- Lead executive-level performance management, talent reviews, compensation planning, and leadership calibration
Requirements
What you’ll need- 12+ years of progressive engineering leadership experience in high-growth technology organizations
- 7+ years leading Engineering Managers, Directors, and multi-level engineering organizations
- Demonstrated success leading organizations of 100+ engineers across multiple functional areas
- Proven experience developing engineering leaders and building scalable, high-performing organizations
- Experience defining long-term engineering strategy and executing organizational transformation initiatives
- Experience partnering directly with executive leadership to influence company strategy and technology investments
- Experience owning workforce planning, organizational design, budgeting, and resource allocation
- Proven track record implementing engineering governance, operational excellence, and continuous improvement initiatives
- Experience shipping AI/ML-powered products, including personalization, recommendations, search relevance, LLMs, and AI-native engineering practices
- Demonstrated success leveraging AI-assisted development tools to improve engineering productivity, quality, and delivery
- Strong understanding of modern software architecture, cloud platforms, distributed systems, security, and scalable engineering practices
- Exceptional executive communication skills with the ability to influence leaders across all organizational levels
- Experience leading globally distributed engineering organizations in Agile environments
- Experience within marketplace, SaaS, or consumer technology organizations (bonus)
- Experience leading organizations through rapid scale, transformation, mergers, acquisitions, or IPO readiness (bonus)
- Experience integrating third-party LLMs and foundation models and establishing responsible AI governance (bonus)
- Experience building AI-first engineering organizations and implementing enterprise AI strategies (bonus)
- Experience presenting technology strategy and organizational performance to executives, boards, or investors (bonus)
- Experience leading globally distributed organizations across multiple regions and time zones (bonus)
Benefits
Comp & perks- Competitive bonus
- Medical, dental, and vision coverage
- 100% employer-paid premium for employees
- Up to 80% coverage for dependents
- Company HSA contribution with the High Deductible Health Plan
- 401(k) retirement plan with employer match up to 3.5% of employee contribution
- Basic Life, Voluntary Life and AD&D Insurance options
- Student Loan Repayment/529 Education Savings with a monthly company contribution
- FSA (Medical, Dependent, Transit and Parking)
- Critical Illness Insurance
- Accident Insurance
- Short- and Long-term Disability Insurance
- Pet Insurance
- Identity theft protection
- Legal access to a network of attorneys
- PTO, paid sick leave, and company holidays, including a 2026 holiday shutdown
- Paid parental leave
