Kevin Hale is a Partner at YC and cofounder of Wufoo.
The YC podcast is hosted by Craig Cannon.
Y Combinator invests a small amount of money ($150k) in a large number of startups (recently 200), twice a year.
Learn more about YC and apply for funding here: https://www.ycombinator.com/apply/
00:00 - Brian's an introvert that likes to work from home. He also runs a public company. How does he do both?
1:45 - How does he manage his calendar as an introvert?
3:45 - How Brian met his cofounder Dharmesh
5:45 - The first project they worked on together
7:00 - What was their unique insight when starting HubSpot?
8:25 - Pricing in the early days
9:00 - How would he have priced HubSpot differently knowing what he knows now?
10:00 - HubSpot's first customer
12:00 - Important early features
14:20 - At what point did they shift entirely away from consulting?
15:05 - Providing advice as content vs in the product
16:00 - SEO is underrated
16:45 - Trends in B2B and marketing
21:30 - Inbound marketing and audience building advice
26:25 - How did Brian know that his cofounder was right for him?
27:45 - The internet disproportionately benefiting small businesses over big ones
28:45 - Keeping your company hungry when you're big
29:15 - Building assets for your company
30:20 - Freemium
34:00 - Structural pieces of HubSpot Brian would have changed if he did it again
37:00 - Creating the voice of your company
39:30 - Early metrics they tracked
40:05 - Having a coach and reviews
41:30 - How Brian's changed as a CEO from the beginning
42:24 - What was the hardest thing to give up as CEO?
43:30 - Humility