Pros
Trebuchet is an apt name for this company. It has catapulted many careers! Eli Willner is a mentor. Masterfully patient humble and gracious. He expects alot too. As a result pretty much the only turnover in the company has been the good kind of attrition. When so much has been learned that companies know to recruit through Trebuchet. Eli is great about it though. He even gives references because he knows afterall, that he can attract great talent as fast as it leaves. Such is the breeze of change. To be able to build something that helps people live better lives is better than any pay someone can get. Launching TutotToot is an amazing accomplishment and helps millions of students learn every day.
Cons
This is more if a risk factor than a con per se. The company is so good at so many things that it might lose focus. This is endemic of many high growth companies. TutorToot is using a lot of capital including intellectual.