Every successful founder journey includes a point where quitting is the most rational decision. Spencer Skates argues the only way to persevere is to anchor to a deeply held intrinsic motivation or a "mission that's greater than yourself." External motivators like money or recognition are insufficient to overcome this existential pain.

Great founders like Sam Zell and Charlie Munger don't retire; their exit strategy is death. They work until the end because their work isn't a job, but a deep-seated passion. The ultimate sign of loving your work is that no amount of money could convince you to stop doing it.

Snyk's founder planned to take a full year off after leaving his corporate job. He lasted just eight days before incorporating his next company. This highlights that for serial entrepreneurs, the 'itch' to build is a powerful force, and intended breaks are often just short incubation periods for the next big idea.

Many founders treat their startup as a temporary vehicle to an exit, which can lead to an identity crisis after they "win." A healthier approach is to build a company as a "way of life"—a system of activities you want to engage in for the long term, regardless of specific outcomes.

An exit that provides a significant financial win but isn't enough to retire on can be a powerful motivator. It acts as a 'proof point' that validates the founder's ability while leaving them hungry for a much larger outcome, making them more driven than founders who are either pre-success or have achieved a life-changing exit.

The founder's motivation for leaving a stable corporate career is a clear, personal vision: sitting in a rocking chair at his plant store when he's old. This tangible, lifestyle-oriented goal provides a powerful 'why' that transcends financial metrics and justifies entrepreneurial risk.

Beyond financial incentives, personal ego and the desire to build an independent legacy can be powerful and valid motivators for spinning out to start a new venture firm, even when leaving a successful family operation.

After selling his company, the founder experienced six months of bliss followed by a period of feeling useless and lacking purpose. This 'valley of shadows' is a common but rarely discussed phenomenon where accomplished founders struggle with a loss of identity and intensity, ultimately driving them to build again.

Beyond financial incentives or strategic differences, a primary driver for a successful partner to spin out from an established firm can be pure ego. The desire to build something independently and prove one's own success is a powerful, albeit rarely admitted, motivation for starting a new venture.