Dan Heath Who can share an example of technology initially used in a personal context which has shifted into a business/enterprise environment?

Ritardando IRC is now Slack. BYOD everything. Enterprise is different from business, as enterprise is basically bureaucracy/institution, where business includes startups and SMBs. The entire security market originated in personal hacking tools, etc.

Dan Heath Could enterprise learn to act like a small business by changing its approach to its tooling?

Ritardando Arguably, no. Enterprises are mainly political orgs designed to manage problems or administer services, and not solve them. SMBs and startups are even separate, where SMBs are usually services delivery heavy, where a startup is a product company focused on growth. You developing a product?