Weedmaps
Weedmaps
501 – 1,000 Employees
ConsultingHealthcareMarketing
Weedmaps is a cannabis technology platform that helps consumers discover dispensaries, delivery services, products, and brands. Founded in 2008, the company combines marketplace tools with information about cannabis strains, retailers, and products, alongside educational content and industry news. Its website and app serve consumers, patients, doctors, and cannabis businesses across regions of the United States, including major markets such as Los Angeles, San Francisco, Denver, and New York City.

Director of Product Engineering at Weedmaps (Hybrid, Texas)

Lead Weedmaps’ engineering organization and long-term technology strategy across modernization, AI, organizational development, and operational excellence. Partner with executive leadership to scale talent, systems, governance, and business impact.

Description

  • Set and deliver a long-range engineering strategy tied to company goals and business priorities
  • Collaborate with the CTO and executive team on technology investments, organizational direction, and strategic programs
  • Coordinate organizational planning across several engineering disciplines
  • Create engineering governance, operating cadences, and decision frameworks
  • Communicate engineering direction, organizational health, investment proposals, and results to executive stakeholders
  • Promote emerging technology, AI capabilities, and strong engineering practices
  • Attract, hire, grow, and retain engineering leaders and technical professionals
  • Manage, coach, and mentor Engineering Directors, Engineering Managers, and senior technical leaders
  • Advance leadership development, succession planning, workforce strategy, and organizational design
  • Build a culture of ownership, accountability, inclusion, innovation, and ongoing learning
  • Lead restructuring and workforce planning efforts
  • Hold skip-level discussions and collaborate with People, Finance, and executive leadership
  • Define enterprise engineering standards, architecture governance, and technical investment priorities
  • Provide executive technical direction across the Weedmaps technology environment
  • Modernize systems to strengthen scalability, reliability, security, performance, and developer productivity
  • Develop AI strategy in partnership with Product, Data, and Machine Learning teams
  • Sponsor technology programs spanning Engineering, Product, Design, Infrastructure, Developer Experience, Security, Data, and Operations
  • Own engineering operating plans, workforce planning, budget forecasts, and investment assessments
  • Surface organizational risks and put mitigation plans in place
  • Define executive KPIs, organizational scorecards, and performance measures
  • Improve productivity, software quality, reliability, and delivery predictability through continuous improvement
  • Represent Weedmaps at conferences, through partnerships, and in executive leadership forums
  • Directly manage Engineering Directors and senior engineering leaders while guiding a large organization indirectly across multiple levels
  • Oversee executive performance management, talent reviews, compensation planning, and leadership calibration

Requirements

  • At least 12 years of progressively responsible engineering leadership experience in high-growth technology companies
  • At least 7 years managing Engineering Managers, Directors, and engineering organizations with multiple leadership layers
  • A record of leading organizations of more than 100 engineers across multiple functional areas
  • Proven ability to develop engineering leaders and build scalable, high-performing organizations
  • Experience setting long-term engineering strategy and delivering organizational transformation
  • Experience advising executive leaders and shaping company strategy and technology investment decisions
  • Experience owning workforce planning, organizational design, budgeting, and resource allocation
  • A track record of establishing engineering governance, operational excellence, and continuous improvement programs
  • Experience delivering AI/ML-powered products involving personalization, recommendations, search relevance, LLMs, and AI-native engineering practices
  • Demonstrated use of AI-assisted development tools to improve engineering productivity, quality, and delivery
  • Strong knowledge of modern software architecture, cloud platforms, distributed systems, security, and scalable engineering methods
  • Outstanding executive communication and the ability to influence stakeholders at every organizational level
  • Experience leading globally distributed engineering teams in Agile environments
  • Marketplace, SaaS, or consumer technology experience is a bonus
  • Experience guiding organizations through rapid growth, transformation, mergers, acquisitions, or IPO preparation is a bonus
  • Experience integrating third-party LLMs and foundation models and establishing responsible AI governance is a bonus
  • Experience creating AI-first engineering organizations and executing enterprise AI strategies is a bonus
  • Experience presenting technology strategy and organizational performance to executives, boards, or investors is a bonus
  • Experience leading globally distributed organizations across multiple regions and time zones is a bonus

Benefits

  • Competitive bonus opportunity
  • Medical, dental, and vision insurance
  • The company covers employee premiums in full
  • Dependent premiums covered up to 80%
  • Company HSA contribution under the High Deductible Health Plan
  • 401(k) plan with an employer match of up to 3.5% of the employee contribution
  • Basic Life, Voluntary Life, and AD&D insurance options
  • Monthly company contribution toward student loan repayment or a 529 education savings plan
  • Medical, dependent-care, transit, and parking FSA options
  • Critical illness insurance
  • Accident insurance
  • Short- and long-term disability insurance
  • Pet insurance
  • Identity theft protection
  • Access to a legal network of attorneys
  • PTO, paid sick leave, company holidays, and a 2026 holiday shutdown
  • Paid parental leave

Related Jobs