Pros
Bomgar is rigorous in their interview process, but they offer great compensation, benefits and overall work environment should you make the grade. As a small company, they have a camaraderie not found in larger corp environments. This sometimes means one may need to wear many hats depending on the position. Overall the working environment is fun and casual.
Cons
As a small company, advancement may be difficult as there isn't a great deal of positions to advance into. Product vision can appear short-sighted (1 year/2 development cycles) and can change quickly as importance is placed more on chasing competition rather than blaze their own path. This can make it difficult to communicate product vision both internally and externally, and can make it difficult to fully implement complicated feature sets resulting in features that feel incomplete or are released with insufficient quality. Regular maintenance updates address these issues, however larger clients tend to balk at regularly updating mission-critical solutions. If you are a Christian conservative republican, you will feel at home with the prayers ahead of corp meetings, corporate values based on Christian tenets (though the same values may be stated without the religious focus) and political endorsements/recommendations from management via email. Otherwise you may feel a bit alienated as many who work here are like-minded in this regard, and share these characteristics both in and outside of the workplace (e.g., many attend the same churches, etc). Some in management are not particularly receptive to input that differs from their own ideas, and may tend to treat differing ideas as dissent.