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Vice President, Revenue (Onsite)

Austin, TX

Vice President, Revenue (Onsite - 5 days per week)

Overview:

We’re seeking a highly analytical, operationally minded, and enterprise-grade Vice President, Revenue with deep experience in software, SaaS, e-commerce, or ad-tech to architect and scale a modern revenue engine for the cannabis ecosystem. As a key member of the executive team, you will own the entire revenue lifecycle—spanning sales, revenue operations, customer success, pricing, forecasting, and enablement—while elevating our organization from cannabis-native selling to world-class enterprise go-to-market excellence.

This role is designed for a technical, data-driven revenue leader who excels in building systems, processes, and predictable performance, not a flashy dealmaker, but a disciplined operator who creates durable, scalable revenue engines.

The impact you'll make:

  • Lead the design, optimization, and execution of a scalable revenue strategy rooted in enterprise-grade rigor and SaaS best practices.
  • Own the full revenue engine: pipeline development, sales execution, onboarding, customer success, and expansion.
  • Introduce and operationalize enterprise selling methodologies (MEDDICC, Challenger, SPICED, etc.) to uplevel a cannabis-savvy team into a high-performing enterprise GTM organization.
  • Build and manage a revenue organization across sales, account management, customer success, partnerships, and RevOps.
  • Develop forecasting, quota, compensation, and territory models based on data and repeatable frameworks.
  • Partner with Product, Marketing, and Finance to tightly align GTM strategy with product roadmap, launch plans, and revenue targets.
  • Oversee pricing architecture, packaging, discounting, and monetization strategy across all product lines and markets.
  • Drive sales enablement, playbook creation, onboarding programs, and continuous training grounded in technical selling excellence.
  • Implement revenue dashboards, analytics, and operational reviews to track KPIs and improve conversion, retention, and expansion.
  • Ensure that all revenue activities comply with cannabis regulations while leveraging enterprise best practices for governance, documentation, and auditability.
  • Evaluate and launch new revenue streams, channels, and partnerships that align with SaaS and platform business models.
  • Hire, coach, and lead a multidisciplinary revenue team with a strong focus on enterprise skills, technical fluency, and process discipline.
  • Serve as the executive voice for revenue strategy, providing data-backed insights, market intelligence, and forecasting accuracy to leadership and the board.
  • Foster a culture of accountability, continuous improvement, and operational excellence across the revenue organization.
  • Implement scalable systems, automation, and workflows that support multi-market and multi-product growth.
  • Champion cross-functional collaboration, ensuring alignment around customer experience, GTM execution, and product-market fit.

What you've accomplished:

  • 10+ years in software, SaaS, e-commerce, or ad-tech revenue leadership, with 5+ years in senior or executive roles.
  • Demonstrated ability to build and scale enterprise-level revenue organizations using data, systems, and structured methodologies.
  • Deep experience with CRM and RevOps infrastructure (Salesforce, HubSpot, Gong, Clari, Looker, Amplitude, etc.).
  • Expertise in technical/solution selling, pipeline management, revenue modeling, and operational rigor.
  • Proven success transforming teams from relationship-driven selling into predictable, process-driven enterprise GTM machines.
  • Strong analytical and financial acumen, with the ability to define KPIs, diagnose performance gaps, and optimize systems.
  • Exceptional communication and cross-functional leadership skills.
  • Must be willing and able to travel frequently to Irvine and additional markets as part of the role.

Bonus points: 

  • Experience selling into multi-location retail, marketplaces, or complex operational environments.
  • Familiarity with marketplace dynamics, platform monetization, or subscription/SaaS revenue models.
  • Prior exposure to regulated industries or to cannabis is a plus—but the ability to apply enterprise rigor to a cannabis-native team is essential.
    Experience building customer success or post-sales teams that improve retention, NRR, and expansion.
  • Strong background in sales enablement, onboarding programs, and enterprise sales training.

The base pay range for this position is $245,000.00 - $286,460.00 per year

2025 Benefits for Full-Time, Regular Employees:

  • 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:
    • 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!
  • 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!

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. The Company also prohibits unlawful discrimination based on the perception that anyone has any of those characteristics, or is associated with a person who has or is perceived as having any of those characteristics. 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.

Applicants  are entitled to reasonable accommodations under the terms of the Americans with Disabilities Act and applicable state/local laws, unless the accommodation presents undue hardship. Please email us at peopleoperations at weedmaps.com if you would like to confidentially discuss a potential accommodation during the interview process.

About Weedmaps:

WM Technology, Inc.’s (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.

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.

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!  

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