Director, Revenue (Onsite - 5 days per week)
Overview:The Director, Revenue will lead revenue growth for Weedmaps by overseeing a high-performing sales team responsible for new business, account expansion, product adoption, and revenue target attainment. This role requires strong ad tech or Ad Tech sales leadership, revenue operations expertise, and a proven ability to train & develop sellers, improve sales execution, and build scalable revenue processes.
As a key sales leader, the Director, Revenue will own forecasting discipline, collections, pipeline management, sales effectiveness including how best to sell Weedmaps' value proposition, and team performance while partnering cross-functionally with Revenue Operations, Finance, Product, Client Success, and Sales Enablement to improve processes, support incentive and commission planning, and scale revenue performance.
The impact you'll make:- Lead revenue strategy and sales execution for Weedmaps, with accountability for achieving revenue targets across new business, client retention, account growth, ad services, Ad Tech offerings, and product adoption.
- Manage, coach, and develop a team of Account Executives and Account Managers, with a focus on improving seller capability, pipeline discipline, consultative selling, closing effectiveness, and overall sales productivity.
- Own team-level quota attainment, forecasting, pipeline health, target setting, territory planning, and quarterly revenue planning in partnership with Sales Leadership, Revenue Operations, and Finance.
- Drive a disciplined Ad Tech sales culture focused on prospecting, qualification, discovery, solution selling, negotiation, retention, expansion, and long-term customer value.
- Partner closely with Revenue Operations to improve sales processes, CRM adoption, pipeline hygiene, reporting, sales workflows, territory design, revenue analytics, and visibility into key performance metrics.
- Support the development, evaluation, and refinement of sales incentive plans, commission structures, quotas, and performance measures to ensure alignment with business goals and seller motivation.
- Identify new tactics, lead sources, market opportunities, and revenue growth strategies to increase customer acquisition, deepen client relationships, improve retention, and expand account value.
- Monitor key performance indicators across quota attainment, pipeline generation, conversion, retention, product adoption, SLA adherence, OKRs, and revenue efficiency; use data to guide team priorities and improve outcomes.
- Partner cross-functionally with Product, Marketing, Client Success, Finance, Sales Enablement, and Executive Leadership to align sales positioning, market feedback, resource allocation, customer strategy, and revenue planning.
- Provide thought leadership on Ad Tech revenue models, revenue operations best practices, ad serving platforms, customer lifecycle management, competitive positioning, and opportunities to improve the overall WM Business platform offering.
- Lead, mentor, and develop a high-performing revenue team with a focus on accountability, sales excellence, coaching, collaboration, and continuous improvement.
- Provide hands-on coaching to improve seller effectiveness, including discovery, objection handling, account strategy, deal progression, negotiation, forecasting, and executive-level communication.
- Set clear expectations, provide regular performance feedback, and ensure team members are aligned to company goals, revenue priorities, and individual development plans.
- Build and maintain a performance-driven culture that celebrates meaningful wins, addresses performance gaps quickly, and reinforces high standards of sales execution.
- Recruit, retain, and develop top sales talent while ensuring the team is effectively structured, motivated, and resourced to meet business objectives.
- Champion professional development by identifying training needs, creating growth plans, and supporting career progression across the team.
What you've accomplished:- Bachelor's degree or equivalent combination of education and relevant experience.
- 8+ years of experience in Ad Tech sales, revenue leadership, account management, or commercial leadership roles.
- Significant experience leading revenue teams in Ad Tech, technology, marketplace, digital advertising, or platform-based business environment.
- 4+ years of people management experience, including substantial experience coaching, developing, and performance-managing sales professionals.
- Proven track record of owning and exceeding revenue targets, sales quotas, pipeline goals, and team performance objectives.
- Deep understanding of Ad Tech revenue models, customer lifecycle management, account expansion, retention, product adoption, pipeline management, and forecasting.
- Strong revenue operations experience, including sales process optimization, CRM discipline, territory planning, quota setting, reporting, pipeline analytics, and revenue performance management.
- Experience partnering with Revenue Operations, Finance, Sales Enablement, Product, Marketing, and Client Success to improve sales performance and revenue outcomes.
- Experience supporting or partnering on sales incentive plan design, commission structures, quota setting, territory planning, or revenue operations initiatives.
- Demonstrated ability to use data, dashboards, CRM insights, and sales metrics to evaluate performance, identify trends, and drive action.
- Strong business acumen with the ability to connect sales strategy, revenue operations, incentive design, customer growth, and team execution.
- Excellent communication, presentation, and influencing skills with the ability to engage credibly with senior leaders, cross-functional partners, and customer stakeholders.
- Comfort operating in a fast-paced, evolving environment with shifting priorities, ambitious goals, and a need for scalable revenue processes.
Bonus points: - Cannabis industry experience or knowledge of the cannabis regulatory and business landscape.
- Experience with Salesforce, Tableau, or similar CRM, reporting, forecasting, and business intelligence tools.
- Experience in digital advertising, ad-serving platforms, marketplace businesses, or multi-product Ad Tech environments.
- Experience leading teams through growth, transformation, process improvement, revenue model evolution, or sales process redesign.
- Strong understanding of customer segmentation, territory planning, sales compensation, revenue analytics, and customer lifecycle revenue strategy.
The base pay range for this position is $170,000 - $230,000 per year, and a competitive bonus
2026 US Benefits for Full Time, Regular Employees:- Physical Health (Medical, Dental & Vision)
- 100% employer-paid premium for employees
- Up to 80% coverage for dependents
- 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, Voluntary Life and AD&D Insurance options
- 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
