Types of Bosses There are many different types of bosses. Many are well liked or they can be too intimidating to be like-able. You have to learn how to be the best boss depending on your work situation. The type of boss you might have, or should be all depends on what type of job you have. Four main types of bosses are: a very strict boss, a helpful boss, and a lenient boss. Sometimes bosses can be more strict than they mean to be. If a boss makes too many demands or requests of one employee, then the tasks can be impossible to complete. For example, I have a boss named Phil, when the workday begins he makes out a huge list of things he would like to see comple