Pros
Hightail is a very fun, cool place to work. The company competes in a very hot, explosive growth market and is considered a strong leader in the space. Hightail is run by a management team that genuinely cares about its employees and encourages open communication and dialogue. Since the company is on the grow, there are lots of opportunities for professional growth. What I love most about Hightail is the culture and its values. The company has an amazing culture that fosters interaction among various groups--if you are willing to participate. In addition to some of the best benefits in Silicon Valley, Hightail provides employees with Free Lunch Mondays, Beer Cart Fridays, Happy Hours, Ice Cream Socials, Ping Pong/Beer Pong Tournaments, Holiday Parties (amazing gifts), Softball, Charitable Involvement (yes, a Silicon Valley company with a heart), etc. If you love a fast-paced, team-oriented environment where you can truly make a difference, Hightail is a great place to be!
Cons
In my opinion, the company tends to "over communicate" its strengths and challenges to the employees. This is great for most people; not so great for others.