Pros
The tool itself is reasonably built and the end-user experience is built well. Organizationally, the only other pro is that they are entirely remote and offer competitive salaries. However, you are expected to always be online and available.
Cons
Over the course of the year Twingate lost their first CMO, removed their new head of marketing, and in general was a revolving door for employees. Not to mention when they endangered staff for a company offsite where most everyone got covid, and were stuck there for a week. The company has lofty goals, but is falling so short on sales that the CEO constantly took out their frustrations on the marketing team as leadership fails to understand they are not designed to purely generate leads. Moreover, leadership refused to expand the marketing team, were stingy on budget unless it came down to consumer-level approaches like a 10k+ influencer shoutout, felt marketing should do the prospecting, leadership did not provide direction or strategy, and was in general an atmosphere led by anger and fear. This was the most toxic environment I have ever been involved in. The cofounders are completely in over their heads and the CEO often took to publicly attacking people (verbally) due to their own ignorance and lack of leadership capabilities.