Terminating an employee shouldn't be viewed solely as a negative outcome. Often, a lack of success is due to a mismatch in chemistry, timing, or culture. Parting ways can be a necessary catalyst that enables the individual to find a different environment where their skills allow them to thrive, benefiting both parties in the long run.

The true ROI of a great company culture is operational velocity. Long-tenured employees create a high-context environment where communication is efficient, meetings are shorter, and decisions are faster. This 'shared language' is a competitive advantage that allows you to scale more effectively than companies with high turnover.

When FigJam felt soulless a month before launch, the team made a controversial decision to differentiate it by making it fun. This seemed frivolous but was strategically crucial for encouraging participation and creative expression in brainstorming sessions, especially during the remote-work era.

Figma learned that removing issues preventing users from adopting the product was as important as adding new features. They systematically tackled these blockers—often table stakes features—and saw a direct, measurable improvement in retention and activation after fixing each one.

Facing a critical frontend rewrite that ballooned from 6 to 24 months, Canva couldn't ship new features. To maintain morale during this "dark tunnel," they gamified the process with a physical game board and rubber duckies representing components, making the grueling work bonding and even partly fun.

Despite Figma's massive success, Dylan Field considers their long pre-monetization period a mistake. The company started in 2012 but didn't earn its first revenue until 2017. He strongly advises founders against this path, emphasizing the need to ship and learn from the market more quickly.

The pivot from Arc to Dia was also a cultural and technical reset. The Browser Company gave their team a "blank page," allowing engineers to build a new, faster architecture and designers to rethink the experience. This chance to fix old problems and pursue new ideas was key to getting team buy-in.

During a merger, prioritize people over process. Technical integration is secondary to building trust between teams. Use simple, cultural activities like joint happy hours and "show-and-tells" about the tech stack to humanize the engineering effort and foster empathetic collaboration early on.

Firing someone feels adversarial until you reframe it as a win-win. The employee wants to be successful and valued; if your team isn't the right place for that, helping them move on is a service to their career, not a disservice. This mindset changes the entire dynamic.