Inequality across departments: I worked in Customer Success and knew someone who worked in Product. They got to have two Week of Rest times, got free gifts totaling over $200+ in less than 1 year of their tenure at HubSpot. All I received from HubSpot was a free tie-dye t-shirt that everyone got... During company-wide meetings, I felt frustrated that they hyped up Customer Success and said that we were contributing a lot to delighting the customer but in action, it felt like they didn't care about us that much (or at least in comparison to other departments). It does make sense to me that the Product team would have more money and get more stuff because of their contributions but once nice thing would have been appreciated... My friend got a North Face backpack filled with a Keep Cup, a packable duffle that was over $100 and more. Internal Mobility: It's incredibly difficult to move up from a Customer Support role into another role. There are limited openings for positions to move into and they come once a quarter. People shared that it often took 2-3 years to move into another role and that they interviewed for the position 3-4 times before getting it. It felt discouraging as I considered my next career steps, especially because my recruiter said that internal mobility was widely supported and had a lot of opportunities Inflexibility with schedule: This is more of an issue with the role itself and not the company. But it was hard because there were various life issues that occurred and I felt like I was often deciding between taking care of life issues and having my metrics/performance suffer or staying to work and not being able to deal with things. Again, I think this is more related to the role because you do have a certain schedule that you're supposed to adhere to, so it feels virtually impossible to make-up work if you need to deal with things.