0:52 Jason intros Brian Halligan 1:35 Brian describes how his job has changed as HubSpot has scaled 3:33 Jason asks Brian about buying Jerry Garcia's guitar "Wolf" 4:42 Jason & Brian reminisce over Grateful Dead shows at Giants Stadium 6:36 How the Grateful Dead pioneered "Inbound Marketing" & inspired HubSpot 15:24 How Brian met his Co-founder Dharmesh Shah 17:04 The original idea behind HubSpot 19:18 Ray Ozzie's impact on HubSpot & Brian 25:34 Benefits of introversion 30:06 Succession planning in tech 33:24 Avoiding pot-holes as CEO 35:18 Importance of customer experience in 2019 38:45 Examples of creating a great end-to-end customer experience 49:43 How Brian keeps himself sharp & motivated 52:45 Managing employees from different generations in the "Glassdoor Era"