An incredibly reactive and evolutionary software, Slack is constantly learning from its users and challenging its creators’ view of how it is used. Changes between different types of customer layered over changes in the wider world means continual vigilance and a continually refreshed approach. This episode sees Cal Henderson, Co-Founder and CTO of Slack, talk to Hg’s Jason Richards about how to judge the success of innovation, the explosion of feedback enabled by Twitter and how playfulness is not antithetical to work. This podcast was recorded as part of Hg’s Technology Leaders Summit 2021. Listen to Part 1 now in series 3 of Orbit.