Weedmaps
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. 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 compliance 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. Benefits
Physical Health benefits: Medical, Dental & Vision – Employee‑paid 100% premium, Company HSA contribution, and dependents coverage. Mental Health benefits – Employee training, seminars, and Q&A sessions. Basic Life & AD&D – Employer paid 1 × salary up to $250,000. 401(k) Retirement Plan – Employer match contribution. Generous PTO, Paid Sick Leave, and Company Holidays. Supplemental voluntary benefits – Student Loan Repayment, 529 Education Savings, FSA, Voluntary Life, Critical Illness, Accident, Disability, Pet Insurance, Family planning, Identity theft protection, Legal access. Paid parental leave. Why Work at Weedmaps?
You get to work at the leading technology company in the cannabis industry. You play a meaningful role in advancing cannabis causes, improving patient lives. You shape the future of the cannabis industry. You work on challenging issues in a collaborative environment that encourages doing your best. You enjoy a casual, fun environment with casual dress code. Numerous opportunities to learn, grow, and network through events, groups, and celebrations. 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, religion, 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 uses E‑Verify to confirm employment eligibility of all newly hired employees. Applicants are entitled to reasonable accommodations under the ADA and applicable laws. About Weedmaps
WM Technology, Inc.’s mission is to power a transparent and inclusive global cannabis economy. Founded in 2008, WM Technology provides B2C and B2B SaaS platforms, helping retailers and brands discover, comply, and engage with the cannabis market worldwide. Notice to Prospective Weedmaps Job Applicants
Recruiters will always communicate through a @weedmaps.com email address. Correct: jlebowski@weedmaps.com – Incorrect: jlebowski@gmail.com. Recruiters will never ask for or solicit payment to apply, interview, or work for Weedmaps. If interested in a role, apply through Weedmaps Careers Page or LinkedIn. Seniority level
Executive Employment type
Full‑time Job function
Finance and Sales
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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. 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 compliance 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. Benefits
Physical Health benefits: Medical, Dental & Vision – Employee‑paid 100% premium, Company HSA contribution, and dependents coverage. Mental Health benefits – Employee training, seminars, and Q&A sessions. Basic Life & AD&D – Employer paid 1 × salary up to $250,000. 401(k) Retirement Plan – Employer match contribution. Generous PTO, Paid Sick Leave, and Company Holidays. Supplemental voluntary benefits – Student Loan Repayment, 529 Education Savings, FSA, Voluntary Life, Critical Illness, Accident, Disability, Pet Insurance, Family planning, Identity theft protection, Legal access. Paid parental leave. Why Work at Weedmaps?
You get to work at the leading technology company in the cannabis industry. You play a meaningful role in advancing cannabis causes, improving patient lives. You shape the future of the cannabis industry. You work on challenging issues in a collaborative environment that encourages doing your best. You enjoy a casual, fun environment with casual dress code. Numerous opportunities to learn, grow, and network through events, groups, and celebrations. 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, religion, 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 uses E‑Verify to confirm employment eligibility of all newly hired employees. Applicants are entitled to reasonable accommodations under the ADA and applicable laws. About Weedmaps
WM Technology, Inc.’s mission is to power a transparent and inclusive global cannabis economy. Founded in 2008, WM Technology provides B2C and B2B SaaS platforms, helping retailers and brands discover, comply, and engage with the cannabis market worldwide. Notice to Prospective Weedmaps Job Applicants
Recruiters will always communicate through a @weedmaps.com email address. Correct: jlebowski@weedmaps.com – Incorrect: jlebowski@gmail.com. Recruiters will never ask for or solicit payment to apply, interview, or work for Weedmaps. If interested in a role, apply through Weedmaps Careers Page or LinkedIn. Seniority level
Executive Employment type
Full‑time Job function
Finance and Sales
#J-18808-Ljbffr