Driving adoption of new technology needs clarity and qualification of many factors including: buyer that funds the Doers, pain that cannot wait to be addressed, compelling event that drives people to take action, and alternatives that do not meet time, cost, and risk requirements; timing is the wrapper around these four elements. Walking the box as a team helps with collective learning and pattern matching around the drivers of adoption. Experienced enterprise account executives have this type of framework in mind as they qualify opportunities. Sales Development playbooks get more clarity and repeatable. Marketing programs become more precise. I am grateful for the many sales people who shared their insight, stories, and lessons learned on the road with me.