Jonathan May provides a four step process for freelance web designers and developers to help small business clients maintain their own WordPress sites: 1) Evaluate the risk level of the client self-maintaining, 2) Plan an appropriate training approach, 3) Execute the training plan, and 4) Re-evaluate and adjust the approach as needed. The goal is for the designer to become a trusted advisor providing ongoing guidance rather than technical support. Training resources include online videos, practice sites, and focused skill building. With preparation and client buy-in, some small sites can be successfully self-maintained.