Vice President, Revenue

Vice President, RevenueWe'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 lifecyclespanning sales, revenue operations, customer success, pricing, forecasting, and enablementwhile 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 plusbut 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 PlanFor plans that offer coverage to your dependents, you pay a small contributionMental Health benefits:Employee TrainingMental Health seminars and Q&A sessionsBasic Life & AD&D - employer paid 1x salary up to $250,000401(k) Retirement Plan (with employer match contribution)Generous PTO, Paid Sick Leave, and Company HolidaysSupplemental, voluntary benefits:Student Loan Repayment/529 Education Savings - including a company contributionFSA (Medical, Dependent, Transit and Parking)Voluntary Life and AD&DInsuranceCritical Illness InsuranceAccident InsuranceShort- and Long-term Disability InsurancePet InsuranceFamily planning/fertilityIdentity theft protectionLegal access to a network of attorneysPaid parental leaveWhy Work at Weedmaps?You get to work at the leading technology company in the cannabis industryYou 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 cannabisYou get an opportunity to shape the future of the cannabis industryYou get to work on challenging issues in a collaborative environment that encourages you to do your bestYou get to work in a casual and fun environment; no fancy clothes required, but you are free to dress to the ninesNumerous opportunities and tools to learn and grow your professional skillsEndless opportunities to network and connect with other Weedmappers through speaker series, Employee Resource Groups, happy hours, team celebrations, game nights, and much more