What does "colorful career" mean?

Native speaker’s answer
Rebecca
Good question. "Colorful" can sometimes hold negative connotations. In the context of one's past or career, to have had a "colorful past/career" means that one was involved in exciting, but often shocking or controversial things. Zatko is a hacker, so it can be said that his career has been "colorful" (slightly shocking/controversial) because hacking is often illegal. Ex: He had a colorful career in the past, but now he works a regular 9-5 job. Ex: She's had a colorful career. I bet she has some interesting stories to share.