Chief of Staff | Onsite

Irvine, CA
May 22, 2024
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As Chief of Staff at Weedmaps, you will take on a wide range of responsibilities to support the Chief Technology Officer and the technology organization as a whole. You’ll help manage the tech organization by streamlining strategic initiatives, overseeing program management, and communicating objectives to departments.

The Impact You'll Make

Key Responsibilities

  • Oversee strategic technology initiatives, from development through successful execution, under the guidance of senior leadership and functional leaders.
  • Assist and communicate with technology leaders and employees as needed to support decision-making, program management, and the successful execution of initiatives.
  • Improve current processes and optimize organizational procedures for efficiency and productivity.
  • Support the CTO and partner with the broader Engineering, Product, and Design teams, and their leaders.
  • Share unbiased insights and develop recommendations as needed.
  • Attend meetings on behalf of the CTO and act as a representative when required.
  • Create and maintain the infrastructure for efficient operations.
  • Drive various cross-functional projects to completion
  • Help the CTO to prioritize and track critical issues and projects.
  • Keep a pulse on organizational health to inform decisions and ensure continuous improvement and scalability.
  • Lead, direct, and be accountable for the overall performance of various project teams and ensure successful delivery of initiatives.
  • Provide weekly Reports, Scorecards, and Dashboards to the CTO.
  • Investigate and help resolve cross-functional issues that impact the technology teams.
  • Partner with Finance to develop and manage technology budgets and financial resource allocations.
  • Partner with HR to drive organizational and personnel changes as needed.
  • Be a general resource and point of contact for the Technology teams and the broader organization as needed.

What You've Accomplished


  • 8+ years of experience in operations consulting/strategy/stakeholder and project management or related experience; some high-growth operations or startup experience is strongly preferred.
  • Experience in organizing and managing multiple teams.
  • Experience in planning and leading complex strategic initiatives.
  • Experience in Program Management and/or Business Operations.
  • Organized, detail-oriented, strategic, and process driven.
  • Strong interpersonal skills: ability to communicate, present, influence, and explain across multiple cross-functional stakeholders and management levels.
  • Ability to define metrics for success and track KPIs towards those metrics.
  • Exceptional verbal and written communication skills.
  • Entrepreneurial: you’re a self-starter who loves to own things from start to completion. You make things happen and don’t need to ask for permission first.
  • Ability to influence at all levels in the organization.
  • Ability to effectively adjust in a dynamic, ever-changing environment.
  • Ability to make timely, effective, and principled decisions.

Bonus Points

  • Computer Science or similar technical degree.

Compensation Package


  • Physical Health benefits: Medical, Dental & Vision:
    • Employee - employer paid premium 100%
    • Company contribution to a HSA when electing the High Deductible Health Plan
    • For plans that offer coverage to your dependents, you pay a small contribution
  • Mental Health benefits:
    • Free access to CALM app for employees and dependents
    • Employee Training
    • Mental Health seminars and Q&A sessions
  • Basic Life & AD&D - employer paid 1x salary up to $250,000
  • 401(k) Retirement Plan (with employer match contribution)
  • Generous PTO, Paid Sick Leave, and Company Holidays
  • Supplemental, voluntary benefits
  • Student Loan Repayment/529 Education Savings - including a company contribution
  • FSA (Medical, Dependent, Transit and Parking)
  • Voluntary Life and AD&D Insurance
  • Critical Illness Insurance
  • Accident Insurance
  • Short- and Long-term Disability Insurance
  • Pet Insurance
  • Family planning/fertility
  • Identity theft protection
  • Legal access to a network of attorneys
  • Paid parental leave

Why Work at Weedmaps?

  • You get to work at the leading technology company in the cannabis industry
  • You get to play a meaningful role in helping to advance cannabis causes, including helping improve the lives of patients who rely on the benefits of cannabis
  • You get an opportunity to shape the future of the cannabis industry
  • You get to work on challenging issues in a collaborative environment that encourages you to do your best
  • You get to work in a casual and fun environment; no fancy clothes required, but you are free to dress to the nines!
  • Generous PTO and company holidays
  • Numerous opportunities and tools to learn and grow your professional skills
  • Endless opportunities to network and connect with other Weedmappers through speaker series, Employee Resource Groups, happy hours, team celebrations, game nights, and much more!

Equal Opportunity Employer

  • Weedmaps is an equal opportunity employer and makes employment decisions on the basis of merit. The Company prohibits unlawful discrimination against employees or applicants based on race (including traits historically associated with race, such as hair texture and protective hairstyles), religion and religious creed, color, national origin, ancestry, physical disability, mental disability, medical condition, genetic information, marital status, sex, gender, gender identity, gender expression, age, military status, veteran status, uniformed service member status, sexual orientation, transgender identity, citizenship status, pregnancy, or any other consideration made unlawful by federal, state, or local laws.
  • Our company uses E-Verify to confirm the employment eligibility of all newly hired employees. To learn more about E-Verify, including your rights and responsibilities, please visit www.dhs.gov/E-Verify.

Notice To Prospective Weedmaps Job Applicants

  • Our team has been made aware of incidents involving LinkedIn, Telegram, and Facebook accounts impersonating Weedmaps recruiters. These individuals are attempting to use our company name to solicit payment from prospective candidates interested in applying for jobs at our company. Our team is actively working to combat these attempts, but in the meantime, please be mindful of the following:

  • Our recruiters will always communicate with candidates through an @weedmaps.com email address.

  • CORRECT: jlebowski@weedmaps.com

  • INCORRECT: jlebowski@gmail.com

  • Our recruiters will NEVER ask for or attempt to solicit payment from applicants in order to apply, interview, or work for Weedmaps.

  • If you are interested in a role at Weedmaps, please apply through our established channels.

  • Weedmaps Careers Page or LinkedIn

If you are unsure if a communication is legitimate, please contact our recruitment team at talentops@weedmaps.com and they will happily confirm for you. Thank you for your vigilance and we appreciate your interest in working with us!

About Weedmaps

WM Technology, Inc. (Nasdaq: MAPS) mission is to power a transparent and inclusive global cannabis economy. Now in its second decade, WM Technology has been a driving force behind much of the legislative change we’ve seen in the past 10 years.

Founded in 2008, WM Technology is a leading technology and software infrastructure provider to the cannabis industry, comprising a B2C platform, Weedmaps, and B2B software, WM Business. The cloud-based SaaS solutions from WM Business provide an end-to-end operating system for cannabis retailers. WM Business’ tools support compliance with the complex, disparate, and constantly evolving regulations applicable to the cannabis industry. Through its website and mobile apps, WM Technology provides consumers with the latest information about cannabis retailers, brands, and products, facilitating product discovery and driving engagement with our retail and brand customers.

WM Technology holds a strong belief in the power of cannabis and the importance of enabling safe, legal access to consumers worldwide. Since inception, WM Technology has worked tirelessly, not only to become the most comprehensive platform for consumers, but to build the software solutions that power businesses compliantly in the space, to advocate for legalization, social equity, and licensing in many jurisdictions, and to facilitate further learning through partnering with subject matter experts on providing detailed, accurate information about the plant.

Headquartered in Irvine, California, WM Technology supports remote work for all eligible employees. Visit us at www.weedmaps.com.

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