Vice President, Revenue (Onsite)

Weedmaps • Austin, TX

9d • $245,000 - $286,460 • Onsite

About The Position

Vice President, Revenue (Onsite, Austin - 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.

Requirements

• 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.

Nice To Haves

• 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.

Responsibilities

• 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.

Benefits

• Physical Health (Medical, Dental & Vision)
• 100% employer-paid premium for employees
• Up to 80% coverage for dependents
• Up to $2,000 company HSA contribution with the High Deductible Health Plan
• 401(k) Retirement Plan (employer will match contribution up to 3.5% of employee contribution)
• Basic Life & AD&D - employer paid 1x salary up to $250,000
• Supplemental, voluntary benefits
• Student Loan Repayment/529 Education Savings with a monthly 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
• Identity theft protection
• Legal access to a network of attorneys
• PTO, paid sick leave, and company holidays (including a 2026 holiday shutdown)
• Paid parental leave

What This Job Offers

• Job Type: Full-time
• Career Level: Executive
• Education Level: No Education Listed
• Number of Employees: 501-1,000 employees