Pros
Lots of very smart people. Flexible working hours, location and PTO policy. Dog friendly.
CEO is inspirational, and is the type of person that will make the deck himself if it's the 11th hour and something needs to get done. This garners a huge amount of respect from individual contributors.
If you display competency and ambition, the sky is the limit. Gainsight will be excited for you to take on all sorts of interesting challenges and projects, from all corners of the business, if you display interest.
Opportunities for lateral job movement between functions. Gainsight is building a strong population of 2+ year employees that are now beginning to change departments. This cross-pollination is having great results.
Great place to build your personal brand. If you want to be on stage talking about something related to Customer Success, or blogging, or writing e-books, etc Gainsight is really excited to give you the soapbox.
Cons
Like any fast growing company, it's not perfect. That's totally fine! I get it. Some challenges and pain points worth noting are:
Geographic distribution has multiplied the friction to get stuff done. Having the company split between US & India creates a particularly tough scenario.
Long leadership vacancy in the Teammate/Employee Success (HR) function left a wound that will take a while to heal. This role has now been filled with someone great; there's just a lot of backlog that needs to be worked through.
Dramatically different management styles between different functions has created a really varied employee perspective of the company.
Some pockets over-invest in strategy and under-deliver in measurable business outcomes. This is quite frustrating when there are deep but solvable issues that aren't prioritized or addressed because the project isn't attractive.
