Senior Strategy Analyst

Summary

Join Weedmaps as a Senior Strategy Analyst and drive data-informed strategic decisions across the company. You will synthesize complex data, develop structured frameworks, and deliver insights shaping company-wide initiatives. Success involves breaking down ambiguous challenges, uncovering meaningful insights, and influencing executive-level decision-making. This role is ideal for someone with a finance, strategy, or investment banking background thriving in a fast-paced environment. You will develop and maintain revenue models, conduct market analyses, collaborate cross-functionally, lead special projects, and monitor KPIs. Excellent communication and presentation skills are essential for conveying complex findings to senior leadership.

Requirements

• 4–7 years of experience in corporate strategy, investment banking, consulting, or FP&A in a technology or high-growth business environment
• Strong financial modeling and business case development skills, with advanced proficiency in Excel
• Deep analytical mindset with an ability to break down multi-dimensional business problems and communicate clear, data-supported recommendations
• Proven experience conducting complex quantitative analyses, synthesizing large datasets, and developing strategic recommendations that influence senior stakeholders
• Demonstrated ability to navigate ambiguity, apply structured thinking, and solve open-ended business problems
• Strong communication and executive presentation skills, including the ability to create materials for C-suite or board-level audiences
• Bachelor's degree in Finance, Economics, Business, or related field
• Experience working in fast-paced or rapidly scaling organizations, with a track record of driving impact across cross-functional teams

Responsibilities

• Develop and maintain dynamic revenue and strategic models to evaluate business performance, guide business decisions, and support scenario planning
• Conduct comprehensive analyses of markets and customer segments to inform product, pricing, and go-to-market strategies
• Collaborate cross-functionally to frame strategic questions, structure problem-solving approaches, and deliver actionable insights
• Lead special projects and deep-dive analyses aimed at identifying growth opportunities, operational improvements, and long-term value creation initiatives
• Apply structured thinking and data-driven logic to navigate ambiguous challenges and inform prioritization across strategic initiatives
• Monitor and analyze KPIs to identify trends or outliers, surface operational insights, and enable data-informed decision-making across cross-functional teams and senior leadership
• Communicate complex findings through compelling narratives and executive-level presentations, both written and verbal

Preferred Qualifications

• Experience in or exposure to revenue strategy or revenue finance is highly preferred
• Strong attention to detail combined with a big-picture, systems-level thinking approach
• Interest in or knowledge of the cannabis industry, regulatory landscape, and evolving market dynamics
• Collaborative team player with strong business acumen and a bias toward action
• High degree of intellectual curiosity, adaptability, and a passion for solving complex business problems

Benefits

• Physical Health benefits: Medical, Dental & Vision: Employee - employer paid premium 100%
• Company contribution to a HSA when electing the High Deductible Health Plan
• For plans that offer coverage to your dependents, you pay a small contribution
• Mental Health benefits: Free access to CALM app for employees and dependents
• Employee Training
• Mental Health seminars and Q&A sessions
• Basic Life & AD&D - employer paid 1x salary up to $250,000
• 401(k) Retirement Plan (with employer match contribution)
• Generous PTO, Paid Sick Leave, and Company Holidays
• Supplemental, voluntary benefits
• Student Loan Repayment/529 Education Savings - including a 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
• Family planning/fertility
• Identity theft protection
• Legal access to a network of attorneys
• Paid parental leave
• Generous PTO and company holidays
• Numerous opportunities and tools to learn and grow your professional skills
• Endless opportunities to network and connect with other Weedmappers through speaker series, Employee Resource Groups, happy hours, team celebrations, game nights, and much more!