Early 2000's, I seem to remember a ladder match against Jeff Hardy, who was then stuck in mid-card purgatory, a feud with the first winner of TE in Maven, or there is always the case of how few times he held the title, and when he did, how short his runs were.
Chainz/Prime Time Brian Lee was the fake Undertaker, so I highly doubt he would allow just anyone to take up his gimmick and continue working for the company.
I also find it weird, since all reports I have ever heard about Taker backstage refer to him as the leader, the guy all the young talent looks up to, and who they wanted input from about their matches, so I don't understand all this talk about him not being a company guy.