#5 Charlotte Flair

While all of the Four Horsewomen of NXT will probably make it to the WWE Hall of Fame at one point, at the forefront for most of their main-roster tenure has been Charlotte Flair. She was the Superstar chosen to end Nikki Bella's record-setting title reign. Flair has also been a Champion on the main roster 10 times. The likes of Trish Stratus (seven titles) and Lita (four titles) haven't won double-digit titles.
Since she was a part of the wave of NXT women to debut during the Women's Evolution in WWE, the Queen has also been a part of several first-time matches. Along with various opponents, she's participated in the first-ever Hell in a Cell match, the first women's Money in the Bank Ladder match and the first-ever TLC match involving women.
It's also probable that she breaks her father's record of 16 title reigns. After winning the 2020 Women's Royal Rumble match, she'll also participate in the first NXT Women's Championship match to be held at a WrestleMania PPV.
Whenever she hangs up her boots and colorful robes, she'll likely be an inductee into the WWE Hall of Fame. Women have been given substantially more chances in WWE over the last five years and Flair has capitalized on every opportunity she's received.