Pros
I loved the people I worked with. SmartBrief is a good place to work as an entry- and mid-level employee. Because it operates in so many different industries it offers a unique, high-level overview of the mechanics behind various industries and types of businesses. The motto, "save busy professionals time and keep them smart" may not be an earth-shattering aspiration, but it affords a nice sense of contributing positively to the world. The core product is a good one.
Kontras
As one gets closer to senior management, dysfunctional aspects of the leadership structure become apparent. The CEO and CFO are co-founders, and it's not clear who is in charge. The CFO is hands off. I'm not confident he understands the needs of the business in an era of tough competition. The CEO is largely hands off, but will occasionally involve himself--often after the fact--in lower-level decisions like the design of marketing collateral and entry-level hiring. The CEO's behavior is generally inconsistent. He seems to change his mind repeatedly about small things, which causes an unhelpful amount of confusion and factionalism in the management ranks.
If there is a larger strategy for growth and innovation, other than "do what we're doing, but more of it," it has not been fully communicated.