Pros
Looksmart is a 9 to 5 job. The company's results have been so poor for so long that there's not much stress associated with reaching targets. If you're into stress free, those qualities are good. The people that work there are all quite nice. Location is close to Market St, near BART and bus lines.
Cons
The company is a renowned internet failure and over time employees have grown to accept that fact. The company has continued to shrink since it's peak in 2004. Once 500 people, it's now down to 60 or so. And the lay-offs continue. As is typical of failing, higher quality and/or results-driven people tend to cycle in and out quickly. The people who stay are deeply entrenched, and considered "mission critical". Since the current mission is continued failure, that's a bad thing. For years, the board of directors hasn't understood Looksmart's core business. The rumor around the hallways was that they were the main reason for the failures of the company.