Talia made her debut for World Xtreme Wrestling (WXW) on March 3, 2004, where she defeated Alere Little Feather. She won her first championship in professional wrestling, the WXW Women’s Championship, after winning a battle royal on May 29, 2004. Talia went on to successfully defended her title against April Hunter, Cindy Rogers, Psycho and Ariel. On August 28, Talia teamed up with Alicia in a winning effort defeating Cindy Rogers and Mercedes Martinez in a tag team match, and defeated Becky Bayless in a bra and panties match on September 9. Talia continued her undefeated streak, successfully defending her title against Alere Little Feather, Luscious Lily, Cindy Rogers, Officer Mercy, and against Feather and Alicia in a triple threat match. On November 27, Talia teamed up with April Hunter in a winning effort defeating The Moonshiners (Lulu and Trinity H. Campbell). On December 11, Talia successfully defended her title against Krissy Vaine. The following week, Talia teamed up with The Moonshiners (Lulu and Trinity H. Campbell) defeating Alicia, Cindy Rogers and Mercedes Martinez in a six-woman tag team match. Talia’s winning streak ended after she was defeated by Martinez on April 25, 2005. On July 8 at the WXW Spotsfest event, Talia lost the championship to Martinez. On September 12 at the WXW Tour, Talia unsuccessfully challenged Martinez for the title in a rematch. At the WXW 4th Annual Women’s Elite 8 event, Talia unsuccessfully challenged Martinez again, this time in a triple threat match also involving Krissy Vaine.

Szantyr made a few appearances in World Wrestling Entertainment (WWE) in 2005 and 2006. On the February 24, 2005 episode of WWE SmackDown!, she appeared as an extra during the JBL “Celebration of Excellence” party. She was then defeated by Victoria on July 11 in a match taped for WWE Heat. On January 2, 2006, she and Trinity were planted in the front row of the audience to be selected to dance with The Heart Throbs after their match in another Heat segment. She also auditioned for the 2007 Diva Search, but did not make the final eight. As Talia Madison, she held Defiant Pro Wrestling Women’s title, which she won on April 8, 2006 after defeating Alere Little Feather and Nikki Roxx in a triple threat match.

Later that year, she debuted in MXW Pro Wrestling and defeated Alere Little Feather at Brass City Battle. She also wrestled in Women’s Extreme Wrestling (WEW), where she mainly worked in tag team matches. She found championship success here as half of The Simple Girls/The Madison Sisters with her (kayfabe) sister Nikki Madison, and as the “T” half of the T&A tag team with April Hunter, defeating Team Blondage’s Amber O’Neal and Lollipop to win the titles on WEW’s April 6, 2006 pay-per-view. She also held the WEW World Women’s title, defeating Angel Orsini on May 5, 2007.

When Total Nonstop Action Wrestling (TNA) announced the creation of their women’s division in 2007, Szantyr, using her Talia Madison ring name, was announced as one of the ten wrestlers in a 10-woman gauntlet match to crown the first TNA Knockouts Champion at the Bound for Glory pay-per-view. Before the show, she made non-wrestling appearances on the October 5 episode of TNA Today and the October 11 episode of Impact!, standing at ringside for the debut match of Amazing Kong along with the other gauntlet match participants. In the weeks following the gauntlet match, her ring name was changed to Velvet Sky.

The Beautiful People began associating themselves with Cute Kip, who become known as their “fashionist”. At Bound for Glory IV, The Beautiful People and Cute Kip were defeated by ODB, Rhaka Khan, and Rhino. In March 2009, the team gained a new member in Madison Rayne, while Kip was “fired” from the stable twice in the following month before finally becoming a road agent for the company. Sky was in Love’s corner when she defeated Kong and Wilde to win the TNA Knockouts Championship at Lockdown. Sky was also in Love’s corner at Slammiversary, where she helped her defeat Tara by spraying hairspray in her eyes. At Hard Justice, Sky, along with Love, competed in a tag match against ODB and Cody Deaner in a losing effort when Deaner pinned Sky, resulting in Love losing the Knockouts Championship to ODB. After the loss, Madison Rayne was kicked out of The Beautiful People, with the pair vowing revenge in the upcoming tournament for the TNA Knockouts Tag Team Championship. The last of the four quarter final matches pitted The Beautiful People against Rayne and a mystery partner, who was later revealed to be the returning Roxxi. Regardless, The Beautiful People won the match and advanced to the semi-finals.

She was featured on MTV’s Made alongside A.J. Styles, Taylor Wilde, and Angelina Love. On January 24, 2009, she appeared as a soccerette on British television program Soccer AM, along with Angelina Love. In November 2010 she was a contestant on an all TNA week of Family Feud, teaming with Angelina Love, Christy Hemme, Lacey Von Erich and Tara against Jay Lethal, Matt Morgan, Mick Foley, Mr. Anderson and Rob Van Dam. In June 2012, she was featured in Montgomery Gentry’s music video for their song “So Called Life”. She has also made a cameo appearance in an episode of Impractical Jokers.

On June 18, 2011, Sky made her debut for Mexican promotion Lucha Libre AAA World Wide at Triplemanía XIX, where she teamed with Angelina Love, Mickie James and Sexy Star to defeat Cynthia Moreno, Faby Apache, Lolita and Mari Apache in an eight-woman tag team match. On September 8, AAA announced that Sky would return to the promotion on October 9 at Héroes Inmortales. At the pay-per-view, Sky teamed with Jennifer Blake and Sexy Star to defeat Cynthia Moreno, Faby Apache and Mari Apache in a six-woman tag team “Glow in the Dark” match.

Following her departure from TNA, Sky reunited with Angelina Love as the Beautiful People on September 22, 2012, at a Northeast Wrestling event, where they were defeated by Madison Rayne and Rosita. Sky made her debut for Family Wrestling Entertainment (FWE) on October 4, 2012 at the Back 2 Brooklyn internet pay-per-view, where she teamed up with Angelina Love to defeat the FWE Women’s Champion Maria Kanellis and Katrina Lea in a tag team match. Sky made her debut for Maryland Championship Wrestling (MCW) on October 27 at MCW Monster Mash event, where she teamed up with Angelina Love in a winning effort defeating Jessie Kaye and Niya in a tag-team match.

On the December 6 episode of Impact Wrestling, Sky made her return during a in-ring segment between Mickie James and Knockouts Champion Tara, where she vowed to become champion again. The following week, Sky won her return match by defeating Madison Rayne. On January 13, 2013, at Genesis, Sky won a five-woman gauntlet match by last eliminating Gail Kim, to become the number one contender to the Knockouts Championship. On the following episode of Impact Wrestling, Sky again defeated Kim in a rematch to reaffirm her status as number one contender. The following week, Sky unsuccessfully challenged Tara for the championship after Tara’s boyfriend Jessie interfered on her behalf. On the January 31 episode of Impact Wrestling, Sky teamed up with James Storm and defeated Tara and Jessie in a mixed tag team match, after Sky pinned Tara.

In mid–September 2013, Sky entered a romantic storyline with newly turned heel Chris Sabin (her real life boyfriend at the time), despite being a face herself. Sky would eventually help Sabin win the X Division Championship from his rival Austin Aries, and helped him successfully defend it multiple times on Impact Wrestling. On the January 30, 2014 episode of Impact Wrestling, Sky reunited with her former Beautiful People partner Madison Rayne in a tag team match against Gail Kim and Lei’D Tapa, which they would win when Sky pinned Kim. After the match, Sky ended her relationship with Sabin. On the February 6 episode of Impact Wrestling, Sky was confronted by Sabin and challenged to a match which took place the following week, but the match never started after Alpha Female attacked Sky and aligned herself with Sabin. This would lead to tag team matches between Sky and Alpha Female, where Rayne and Sky were defeated by Female and Tapa on the February 27 episode of Impact Wrestling. After the match, they were attacked by Tapa, Gail, and Female until ODB came to their aid. This led to a six–woman tag team match, where Sky, Rayne and ODB defeated Female, Tapa and Kim, when Sky pinned Female.

Sky made her in-ring return on the July 8 episode of Impact Wrestling, defeating Madison Rayne. On the August 26 episode of Impact Wrestling, Sky received a Knockouts Championship match against Brooke, but she was attacked by The Dollhouse (Jade and Marti Bell) during the match. Sky was later attacked by Rebel, who joined The Dollhouse. On the following week’s episode of Impact Wrestling, Sky fought The Dollhouse again, only to be assisted by Angelina Love and Madison Rayne, thus reuniting The Beautiful People. On April 22, 2016, Sky left the company for the third time, with her being written off the Impact Wrestling series by being told that she was being put in a match against new Knockout roster member Sienna, with her job in TNA on the line if she were to lose the match, which she did by pinfall.

On July 6, 2016, Szantyr announced her retirement to focus on going back to college. She would later state that she was retired from in-ring action, but not from professional wrestling as a whole, as she would still do appearances.

On April 6, 2019 at ROH G1 Supercard, Velvet Sky officially reunited with Angelina Love and formed a new heel stable with Mandy Leon as The Allure by attacking Kelly Klein, Jenny Rose, and Stella Grey. During Masters of the Craft (2019) on April 14, 2019 during the match between Nick Lendl and Amy Rose The Allure was seen with selfie sticks and phones out as they walked down the ramp to where the bell ringer was and kicked her out. After the match Mandy Leon was seen confronting Amy Rose followed by Sky spraying hairspray in her eyes. On October 2020, her profile was removed from the ROH website.