The biggest let down of HubSpot has been discovering some gender pay gap issues. The lack of salary transparency has proven to be because there are equity differences they are not proud of- not just by gender gap but amongst people with the same roles. With all of the values and follow through that HubSpot gets right, this feels like a massive and important miss. I think that there is an opportunity for HubSpot to get radical with their salary transparency and become an industry trend setter. The core values of HubSpot don't agree with this issue being allowed to continue.
There is also a shocking amount of disorganization that was acceptable as such a small company, but with this huge and rapid growth, the systems needed to keep up. I will say they are absolutely doing the work to make improvements across all departments, but anyone who comes from equally large companies over to HubSpot WILL be shocked.