What's It Like to Work at LeafLink?

Key Insight for Candidates

• Work-Life Balance: Flexible, remote-friendly practices and unlimited PTO are highlighted, with many teams maintaining healthy boundaries and low micromanagement. Public benefits such as volunteer time off and return-to-work support reinforce an emphasis on balance.
• Team Support: Colleagues are often seen as friendly, helpful, and collaborative across product, engineering, sales, and CS. Team-based planning, open communication, and an OKR model support cross-functional problem-solving.
• Mission & Purpose: Work centers on building infrastructure for legal cannabis commerce across 30+ U.S. markets, which many describe as meaningful and interesting. A broad product surface (marketplace, payments, logistics, and banking) provides visible impact on real transaction flows.

• Leadership Gaps: Leadership changes and reorganizations are noted, and senior management is described as lacking transparency and clear direction at times. Feedback suggests strategy and culture signals can lag stronger day-to-day experiences.
• Job Insecurity: Layoffs and periodic restructurings, including multiple rounds in recent years, create uncertainty about role stability and shifting team structures. Industry cyclicality in a compliance-heavy market is cited as a contributing factor.
• Change Fatigue: Constant change, shifting priorities, and post-acquisition integrations (e.g., Leaf Trade and Dama Financial) are described as creating ambiguity and moving targets. This pace energizes builders but can lead to fatigue when goals and ownership evolve frequently.