We found all but one of the covers -- from Clinton's first appearance in 1992, a posed portrait, to her 2014 cover, a closeup photo of Clinton's high-heeled shoe. Here are the 18 covers we found -- with a note or two about them along the way.
This 1993 cover calls Clinton "the most powerful First Lady in history." She was the first to have her own office in the West Wing of the White House (in addition to the usual first lady's offices in the East Wing), and her influence on presidential appointments and policy positions was well-known. It was even a part of the 1992 Clinton campaign – "Two for the price of one."
The first scandal of the Clinton presidency, the Whitewater scandal, led to 15 people being convicted of 40 crimes, including tax evasion, embezzlement and fraud.
The second – and more famous/infamous – Clinton scandal, which involved an inappropriate relationship with White House intern Monica Lewinsky, put even more of the spotlight on Hillary. Bill Clinton would be impeached a few months later. His infidelity has been raised as an issue repeatedly by Republican candidates in 2016, who say the Clinton's marriage means Hillary's judgment should be questioned.
Clinton decided to run for Daniel Patrick Moynahan's Senate seat in New York in 2000, which was marked by the Clintons's purchase of a home in Chappaqua, N.Y., in late 1999. She expected to have to run against then-New York City Mayor Rudy Giuliani (R) for the seat, but Giuliani pulled out of the race after being diagnosed with prostate cancer.
Clinton mounted a strong campaign in the 2008 election, but this last cover ran just a few weeks after now-President Obama won Iowa and she finished a crushing third, behind then North Carolina Sen. John Edwards. That result gave Obama the momentum he needed to eventually win the Democratic nomination.
That being said, TIME still gave her two more cover shots over the next several months.
When this cover ran in January 2014, Clinton was already being discussed as the presumptive 2016 Democratic nominee. Fast-forward 25 months, and it's not so clear Clinton can't be stopped.