Pros
- Interesting core technology
- Hard technical challenges, opportunities for learning
- Decent benefits for a startup
- Operations team is very good
Cons
- New CEO Mike Grossman has been a strong negative. Many employees have left under his tenure and the company is worse off as a result.
- Grossman has hired/promoted friends and former colleagues, and some (but not all) of them have had questionable qualifications for their roles.
- The new management structure has led to politics and empire building among the managers at the company, even though they publicly talk about honest and openness.
- All the talk about "values" seems to be a smokescreen: the management team does not actually live up to to the standards they promote.
- It doesn't seem like there is a place for this company in the market. The competition is very strong and better funded.
In the big picture, it's hard to see a positive future for SugarSync other than an acquisition. And it's not clear who would want to buy the company, especially since a large number of key people have left.
I don't think keeping the former CEO would necessarily have saved the company, but Grossman has not helped.