You hit the nail on the head regarding L&D psychology. For corporate budgets, $19 signals 'toy,' not 'training.'

My current logic: I'm optimizing for the individual dev/lead paying out of pocket who wants to start now without asking a manager for approval. The goal is to be below the 'mental friction' threshold for a personal impulse buy.

But for a Team/Enterprise version (where the manager buys it for 5 people), you are absolutely right—the pricing structure needs to look very different.

Many companies have discretionary budgets fully in control of the employee. For example, I had $2,500 per year to spend on valid expenses without needing prior approval.

That sounds like a manager budget. My rationale of 19$ is considering the global audience and budget. I do have a vision of introducing team licenses later but currently focused on gathering volume and feedback!