The Bachelor: Top 13 least favorite winners of all time

LOS ANGELES, CALIFORNIA - DECEMBER 08: Reality TV Personality Susie Evans attends Stephen Lovegrove's First Noelle Ball 2022 at The Mayan on December 08, 2022 in Los Angeles, California. (Photo by Paul Archuleta/Getty Images)
LOS ANGELES, CALIFORNIA - DECEMBER 08: Reality TV Personality Susie Evans attends Stephen Lovegrove's First Noelle Ball 2022 at The Mayan on December 08, 2022 in Los Angeles, California. (Photo by Paul Archuleta/Getty Images) /

Throughout the years, there have been many winners and runners-up of The Bachelor. Some have been great and sweet, while others have given this franchise a bad name.

We’re here to talk about the good, the bad, and even the ugliest moments that put these thirteen winners of The Bachelor on this list. Whether you liked them, loved them, or not, remember that they’re all human beings, and this list is just for fun!

The least favorite The Bachelor winners

In order from most to least favorite, here are the top 13 of all time from The Bachelor:

Emily Maynard on social media.
Emily Maynard on social media. /

13. Emily Maynard

Emily Maynard was originally on Brad Womack’s second season as the Bachelor. While she was the chosen one, they broke off their relationship soon after their finale episode aired. Maynard was one of the most high-maintenance contestants I feel this show has ever seen. She was also the pivot for the show.

Up until she was on, feelings were not supposed to be said back. However, she felt that she could no longer continue until Brad confessed his feelings for her, so he did. And from that moment on, emotions are shared, things are said, and the show, in my opinion, never remained the same.

12. Rachael Kirkconnell

We’re not here to talk about Rachael’s past here, so if you are, then this isn’t the place for it. Rachael’s past did not put her on this list. I just think that she wasn’t enthusiastic. Would Matt James and Michelle Young have worked out better? Not necessarily, but I guess things are still going well between Matt and Rachael, and for that, I’m super happy for them!

11. Estella Gardinier

I don’t remember much about Estella from The Bachelor. Does that necessarily make her bad? No, not at all! However, I do think that to be considered a stand-out winner, you have to be memorable, and she, for me, was not.

10. Melissa Rycroft

Melissa Rycroft wasn’t necessarily a bad winner. However, if I were her, I may have acted differently on the After The Final Rose special. Especially if I had been dumped for Mesnick’s runner-up. Sure, you have to go with your heart, but to be humiliated on national television, which happens way too often, is just not right. Other than that, she’s great–I love her!

9. Sarah Brice

She’s yet another one that I do not remember anything about. However, in her Instagram bio, she still states that she won the 7th season of The Bachelor. If you’re not with the Bachelor, you should let it go. Half of her followers probably weren’t even born when Season 7 was going on…

8. Vienna Girardi

I personally never liked her. She was essentially the villain of her season and rubbed people the wrong way. I don’t think that Jake treated Vienna correctly, but in turn, she treated him poorly, and retaliation is never the answer!

7. Susie Evans

In Clayton’s season, Susie essentially gave him an ultimatum and then got mad at him for just simply being honest with her. Props to Clayton for being honest and letting her walk out. They ultimately rekindled their flame, but the couple is no longer together.

6. Jen Schefft

Jen, to me, seems like one of those women with such a recognizable face, yet you’re still not quite sure where you know her from. She won the 2003 season and was the lead on the 2004 season of The Bachelorette. She eventually hung up her reality TV hat after two rejected proposals. She now works in Public Relations after moving to Chicago, Illinois.

5. Whitney Bischoff

Whitney was on Chris Soules’ season of The Bachelor, and for that alone, she deserves an award, as I felt like his season was one of the slowest seasons ever. She wasn’t a bad winner per se, I just was never a fan of hers.

4. Mary Delgado

While I don’t know much about Mary, I know that after the show, she got into a bit of trouble. She was arrested 3 times in four years. Her latest charge, which happened back in 2010, was a DUI which resulted in her being charged with a misdemeanor. It came just two years after she was charged with public intoxication and resisting arrest, and disorderly conduct.  In 2007, she was also arrested for battery after punching Byron Velvick ( the Bachelor) in the mouth. Let’s hope that she’s learned a thing or two from all of this!

3. Sarah Stone

She’s my comedic entry on this list. As we all know, the super infamous Dr. Stork was the lead on a season of The Bachelor. And just because she was involved with him, she made it into the #3 spot on this list…sorry!

2. Cassie Randolph

In my opinion, I think that Cassie handled the Colton situation very poorly. I wasn’t a fan of what I was reading about her, nor the stuff that came out during Underwood’s Netflix docuseries, Coming Out Colton.

1. Courtney Robertson

Ahhh, Courtney. Probably one of the most famous Bachelor villains of (seriously) all time. She was famous for doing and saying all sorts of things on Ben Flajnik’s season of The Bachelor. I would truly appreciate Courtney’s villainous ways a lot more in today’s time. However, back when she was a star, it just simply wasn’t cool. But you know what was cool? Seeing her pop up during the first two weeks of Zach’s season of The Bachelor!

Next. The Bachelor Season 27: Ranking all 30 contestants. dark

That’s a wrap on our list of the Top least favorite winners from The Bachelor’s history!

What do you make of this list? How’d we do? Be sure to let us know in the comments below, and remember you can always go back and re-stream the latest season of The Bachelor over on Hulu and stay tuned for more Bachelor-related content here on Accept This Rose!