VP of Sales

This is a fully remote position, open to applicants in United States.

📋 Description

• Oversee the daily operations and performance of the sales team

• Report directly to the Chief Executive Officer

• Collaborate with the Vice President of Strategy on business development and relationship management

• Partner with the Vice President of RevOps on reporting, forecasting, and sales operations

• Translate company priorities into actionable plans, clear ownership, and initiatives

• Mentor and coach account executives through one-on-one sessions, deal evaluations, and practical feedback

• Gain a thorough understanding of the product and the operational challenges faced by cannabis retailers to enhance sales positioning

• Develop, document, and reinforce consistent sales processes from prospecting to onboarding handoff

• Conduct weekly pipeline reviews, forecast discussions, and performance reporting in collaboration with RevOps

• Uphold deal-desk discipline, standard deal terms, and approval workflows

• Coordinate efforts with marketing, partnerships, enterprise sales, and customer success teams

• Assist in successful customer launches following contract signing

• Contribute to the development of the 2027 sales strategy, quotas, and resource requirements

• Evaluate team capabilities, recruit as necessary, and cultivate future sales leaders

• Enhance data utilization, prioritization, and opportunity execution

• Potentially broaden responsibilities to include enterprise sales and partnerships

⛳️ Requirements

• Minimum of 5 years in sales leadership roles

• Proven history of managing and developing account executives while improving team performance

• Systematic approach to establishing sales processes and accountability

• Capability to provide hands-on coaching and tailored guidance to enhance execution

• Experience in leading pipeline reviews, ensuring forecast accuracy, KPI reporting, and making data-driven decisions

• Practical experience with Salesforce, HubSpot, or similar CRM systems and related sales tools

• Consistent follow-through, effective communication, and a strong sense of accountability

• Preference for candidates with cannabis industry experience

• Exceptional leaders from POS, retail technology, or related markets will be considered

• Comfortable working closely with an engaged CEO and establishing structure in a growing business

• Ability to discern priorities, challenge assumptions, diagnose issues, adapt based on results or customer feedback, and communicate effectively

• Willingness to travel for customer meetings, industry events, and team collaboration

🏝️ Benefits

• Competitive base salary along with a performance-based variable compensation plan

• Medical, dental, vision, and a variety of health insurance options

• Paid parental leave

• Generous paid time off and paid company-observed holidays

• Flexible remote work environment

• Opportunities for travel to customer meetings, industry events, and team collaboration

• Direct collaboration with the CEO

• Chance to influence the sales organization, shape the upcoming annual plan, and expand leadership scope