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Clare Crawley
Clare Crawley.Paul Hebert/ABC

Total Number of Tries:5
The newest Bacheloretteisn’t a new face to the franchise.
Fans were first introduced to Crawley in 2014 on season 18 ofThe Bacheloras she vied forJuan Pablo Galavis' heart. She made it to the final two before their heated split, during which time she told Galavis' she’d “lost respect” for him.
She got her second and third shots at love when she appeared onBachelor in Paradise’s first and second seasons in 2014 and 2015. She departed the show early both times, prompting her to announce that she would be retiring from the franchise.
Their engagement came as a surprise to viewers, as despite seeing the pair connect during their time on the spinoff show, their relationship did not get off to a good start. At the time, Beauséjour-Savard was open about his feelings for Crawley, but she ended up telling him that she didn’t feel the same way and wanted to get to know German contestant Christian Rauch better.
Announcing herBachelorettenews on March 2, 2020, Crawley toldGood Morning Americaco-hosts what she’s looking for this time around, explaining, “I want a man that will take off his armor. I want a man that is strong but is willing to take off the body armor, open themselves up and be vulnerable. I think that is some serious strength right there.”
02of 13Hannah BrownRB/Bauer-Griffin/GC ImagesTotal Number of Tries:2Hannah first appeared on Colton Underwood’s season ofThe Bachelor, where drama between her and Caelynn Miller-Keyes kept her from getting the final rose.She was themost recentBachelorette, though she is currently single after finding out that the man she chose, Jed Wyatt, went on the show with a girlfriend.But all hope was not lost for Alabama Hannah -in the premiere of Peter Weber’s season ofThe Bachelor,the man of the hour asked her to come back and compete on the show. The episode ended in a cliffhanger that resolved a few weeks later with her deciding to walk away.
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Hannah Brown
RB/Bauer-Griffin/GC Images

Total Number of Tries:2
Hannah first appeared on Colton Underwood’s season ofThe Bachelor, where drama between her and Caelynn Miller-Keyes kept her from getting the final rose.
She was themost recentBachelorette, though she is currently single after finding out that the man she chose, Jed Wyatt, went on the show with a girlfriend.
But all hope was not lost for Alabama Hannah -in the premiere of Peter Weber’s season ofThe Bachelor,the man of the hour asked her to come back and compete on the show. The episode ended in a cliffhanger that resolved a few weeks later with her deciding to walk away.
03of 13Nick ViallTotal Number of Tries:4Viall first tried his luck at love on Andi Dorfman’s season ofThe Bachelorette. He received the first impression rose and professed his love for Dorfman, but lost out to Josh Murray in the end. The following year, he asked Kaitlyn Bristowe to give him a chance on her season ofThe Bacheloretteandagainfinished second.But hope was not lost for Nick, who then showed up onBachelor in Paradise, hoping to find love with Amanda Stanton (who appeared on Ben Higgins' season), but she rejected him for Josh Murray. Yikes.Viall got his chance once more when the tables turned and he becameThe Bachelor. Unfortunately, Viall’s romance with winner Vanessa Grimaldi did not last.
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Nick Viall

Total Number of Tries:4
Viall first tried his luck at love on Andi Dorfman’s season ofThe Bachelorette. He received the first impression rose and professed his love for Dorfman, but lost out to Josh Murray in the end. The following year, he asked Kaitlyn Bristowe to give him a chance on her season ofThe Bacheloretteandagainfinished second.
But hope was not lost for Nick, who then showed up onBachelor in Paradise, hoping to find love with Amanda Stanton (who appeared on Ben Higgins' season), but she rejected him for Josh Murray. Yikes.
Viall got his chance once more when the tables turned and he becameThe Bachelor. Unfortunately, Viall’s romance with winner Vanessa Grimaldi did not last.
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Brad Womack
Brad Womack.Edward Herrera/ABC/Getty

His love story wasn’t over, though, and he is the only bachelor to ever have two full seasons devoted to his quest for “the one.” When he returned for season 15, he ended up proposing to Emily Maynard, but the pair broke up 8 months after their engagement.
05of 13Becca TilleyBecca Tilley.Steve Granitz/WireImageTotal Number of Tries:2The California native competed for Chris Soules' heart on the 19th season ofThe Bachelor, but unfortunately did not get the final rose. Not to be discouraged, she returned for Ben Higgins' season the following year, but was eliminated before getting to bring Ben back to her hometown.
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Becca Tilley
Becca Tilley.Steve Granitz/WireImage

The California native competed for Chris Soules' heart on the 19th season ofThe Bachelor, but unfortunately did not get the final rose. Not to be discouraged, she returned for Ben Higgins' season the following year, but was eliminated before getting to bring Ben back to her hometown.
06of 13Amber JamesRick Rowell/Walt Disney Television via GettyTotal Number of Tries:3James first appeared on Chris Soules' season ofThe Bachelorand was unlucky in love. She followed in the footsteps of many former contestants and headed toParadisein search of some summer lovin'. When she returned empty-handed, she triedagainon Ben Higgins' season ofThe Bachelor, and was eliminated in week 4.
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Amber James
Rick Rowell/Walt Disney Television via Getty

Total Number of Tries:3
James first appeared on Chris Soules' season ofThe Bachelorand was unlucky in love. She followed in the footsteps of many former contestants and headed toParadisein search of some summer lovin'. When she returned empty-handed, she triedagainon Ben Higgins' season ofThe Bachelor, and was eliminated in week 4.
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Ashley Iaconetti
Steve Granitz/WireImage

She is currently living out her fairytale with fellow Bachelor Nation alum Jared Haibon, but before she found love (away from the cameras), Iaconetti tried four times on camera. First, Ashley I. competed on Chris Soules' season ofThe Bachelor, only to be eliminated in week 6.
Then, she traveled toParadisenot once, but twice, both times attempting to win the affections of Haibon but coming up short.
08of 13Jared HaibonNoel Vasquez/GettyTotal Number of Tries:4After joining season 11 ofThe Bachelorette, Haibon went onBachelor in Paradisefor seasons 2 and 3, but quit both seasons in week 5. Throughout his time inParadise, though he made connections with other women, he dealt with a whole lot of Ashley I.-related drama.He also filmedBachelor in Paradise: Australia, where he got caught in a love triangle and then refused to give either woman involved a rose. He found his way back to Ashley I. and thetwo married this summer.
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Jared Haibon
Noel Vasquez/Getty

After joining season 11 ofThe Bachelorette, Haibon went onBachelor in Paradisefor seasons 2 and 3, but quit both seasons in week 5. Throughout his time inParadise, though he made connections with other women, he dealt with a whole lot of Ashley I.-related drama.
He also filmedBachelor in Paradise: Australia, where he got caught in a love triangle and then refused to give either woman involved a rose. He found his way back to Ashley I. and thetwo married this summer.
09of 13Christen WhitneyAFF-USA/ShutterstockTotal Number of Tries:3Christen originally competed on Nick Viall’s season ofThe Bachelor, but is probably best known for her time on season 3 ofBachelor inParadise, where the other women called her “Scallop Fingers,” and she left without a proposal. She appeared again on season 4 of the show, but was unfortunately did not meet her match.
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Christen Whitney
AFF-USA/Shutterstock

Christen originally competed on Nick Viall’s season ofThe Bachelor, but is probably best known for her time on season 3 ofBachelor inParadise, where the other women called her “Scallop Fingers,” and she left without a proposal. She appeared again on season 4 of the show, but was unfortunately did not meet her match.
10of 13Derek PethDEREK PETHTotal Number of Tries:3Peth headed back toParadisefor season 6, though left in week 4. He first appeared on JoJo’s season ofThe Bachelorette, but was sent home in week 6. His first time inParadise(season 4) ended with an engagement to Taylor Nolan, but the pair announced their split in June 2018.
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Derek Peth
DEREK PETH

Peth headed back toParadisefor season 6, though left in week 4. He first appeared on JoJo’s season ofThe Bachelorette, but was sent home in week 6. His first time inParadise(season 4) ended with an engagement to Taylor Nolan, but the pair announced their split in June 2018.
11of 13Wills ReidCraig Sjodin via GettyTotal Number of Tries:3Reid was a fan favorite on Becca Kufrin’s season ofThe Bachelorette, but was unfortunately sent home in week 7. Hoping he would find love inParadise, Wills appeared on the show for season 5, only to be eliminated in the first week. On his next visit in season 6, he made it just one week further, heading home in week 2
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Wills Reid
Craig Sjodin via Getty

Reid was a fan favorite on Becca Kufrin’s season ofThe Bachelorette, but was unfortunately sent home in week 7. Hoping he would find love inParadise, Wills appeared on the show for season 5, only to be eliminated in the first week. On his next visit in season 6, he made it just one week further, heading home in week 2
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Bibiana Julian
Craig Sjodin/ABC via Getty

13of 13Jubilee SharpeTotal Number of Tries:3Sharpe has walked away without a match three times. The first was when she competed on Ben Higgins' season ofThe Bachelorand was sent home in week 5. Then, she gaveParadisea try two times - once in season 3 and again in season 5 - only to come away without finding love.
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Jubilee Sharpe

Sharpe has walked away without a match three times. The first was when she competed on Ben Higgins' season ofThe Bachelorand was sent home in week 5. Then, she gaveParadisea try two times - once in season 3 and again in season 5 - only to come away without finding love.
source: people.com