我的工作和career goals其实也挺类似的。工作4年都在一家公司，而且公司很小，没有很多teamwork/leadership的机会。我essays主要突出volunteer experience，另外花了很多功夫了解学校 (campus visits, info session, calls/emails to current students)。所以我觉得你的背景是可以的，不过如果8所学校都在同一轮会非常非常辛苦。另外要不要考虑1-2所S16保底？我觉得Yale SOM就比较喜欢在community多做贡献的applicant。
Insead Jan intake has internship, but agree one-year may be too short for career switchers. Also heard the school is perceived very well by luxury-goods companies in France (not sure if this is true).