Should we Charge for Training?

Is the product complex enough to require advanced training? If your product is new and offers core functionality only (or is at minimal viability for the market) it is probably is not at the maturity level to require a robust training path for users. If your product is does a lot of things and has advanced features, or if there is market demand for validated credentials to use or administer your product, you may be ready for a monetized model.

Are users able to acquire the skills they need without training? Monetized training should provide a shortcut to a skillset, not the only way. If alternative mechanisms don’t exist more infrastructure need to be in place; if you put a paywall in front of learning users won't learn and they won't experience positive feelings towards the ethics of your company.

Have you gotten buy-in from key stakeholders, including C-level leaders? Sharing your vision, getting leadership onboard (and excited) about what you’re going to do is important, especially since you’ll rely on other teams to succeed.

Do customers ask for it? This is the easiest, and maybe you’re already monetized ad hoc. If customers are consistently asking for learning solutions that you are custom building, it is likely you have more customers who would be interested but haven’t asked.