Monday, August 10, 2026

How the Chicago Sky Found the League’s Biggest Revelation

Sydney Taylor’s performance as a 24-year-old rookie makes it puzzling that no WNBA team found her for two years.

Kamil Krzaczynski-Imagn Images

CHICAGO — The Sky’s year has gone far worse than their preseason expectations

At 12–20, Chicago is poised to miss the playoffs for the second straight year, despite GM Jeff Pagliocca saying at the start of the season that the team was in “win–now” mode. 

While their roster has been hammered by injuries, the team’s performance has still led to scrutiny on the front office, from trading Angel Reese in April to relinquishing control of their 2027 first-round pick by trading swap rights to the likely playoff-bound Washington Mystics.

But the team did find one of the league’s unlikeliest gems. 

Sydney Taylor, a 24-year-old rookie, went undrafted out of college in 2024, and spent the next two seasons playing for teams in Lithuania and Poland. 

She joined the Sky on a training camp contract in April, made the team out of camp, and her deal was converted to the WNBA minimum—$270,000 a year. That’s less than every 2026 first-round pick is making this year, but at 14.7 points per game, she’s scoring more than all of them except for Olivia Miles, who was taken at No. 2 overall with a pick that originally belonged to Chicago). Taylor has turned into the Sky’s No. 1 scoring option in recent weeks, averaging 20.3 points per game over her last eight.

“None of this was a surprise at all,” Pagliocca told Front Office Sports on Wednesday. “She doesn’t shy away. There’s a lot of great players that aren’t confident enough to take chances. I think that’s how she’s been able to separate herself.”

Her rise culminated in a game winning three over the defending champion Las Vegas Aces last week.

“That was everything to me,” Taylor said.

Needle In A Haystack

Pagliocca, who took over as Sky GM in 2023, vaguely remembers the first time he spotted Taylor at a USA 3×3 event two years ago. His notes were complimentary, but also mentioned her inefficient shooting at Louisville which kept her off draft boards: “Bigger guard who can create. Strong mechanically, off year this season?” 

Taylor shot just 37% from the field and 31% from beyond the arc in her final college season, a drop off from 41% and 39%, respectively, over four seasons at UMass.

But Chicago first started to seriously consider Taylor in January, when it was unclear whether there would even be a WNBA season. She was playing for a Polish team when Pagliocca stumbled upon some of her game film.

It was a EuroCup game between Panathinaikos A.C., led by former Baylor star Sedona Prince, and Taylor’s MB Zaglebie Sosnowiec. Pagliocca doesn’t even recall why he was watching the film; the numerous prospect assessments, many spawned by pitches from agents lobbying for their talent, often blur together, he said.

But he couldn’t ignore Taylor. She dropped a season-high 38 points in the game, and won MVP of the top women’s league in Poland a few months later.

“Noticed her right away,” Pagliocca said. “It was the speed and the ability to create her own shot.”

The Sky guard said that there’s nothing vastly different about her game from playing overseas, but said she expanded her playmaking ability and versatility since they expected her to play the one through four. The additional responsibility helped her feel like she was at the top of her game after college.

“I think I’ve been at my best for the last couple years now, so I was just waiting for the right opportunity,” Taylor said.

She also credits the mental strides she made by playing in a region that spoke little English: “You got to make new friends, new people, learn new languages. So it’s definitely not easy, but it definitely makes me really appreciate and love the game of basketball.”

She says she heard of some interest from other WNBA teams when she was playing in Lithuania last year, but she couldn’t leave her contract midseason.

Paglioca said he was fortunate to have found Taylor before any other team, and is puzzled that he—or any other WNBA team—failed to see Taylor’s potential before this year.

“She played similar basketball,” Pagliocca said. “It makes me crazy to have missed out on a player at that point. It really makes you think about how many players are out there that could make an impact in our league.”

Advanced stats also show that Taylor is not just a classic “good stats, bad team” player. She has one of the team’s best on-off numbers, per Basketball Reference, and holds a huge gap over the rest of her teammates in Net Points and Wins Above Replacement Player, according to ESPN Analytics.

And the rest of the league has taken notice. On Saturday, Indiana Fever coach Stephanie White said Taylor is “at the top of the list” of the league’s best shotmakers.

“I thought her ability to knock down that shot to beat Vegas showed the mentality that she has, and she’s going to be a dangerous player in this league for a long time,” White said.

Fortunately for the Sky, Taylor will likely remain in Chicago for the foreseeable future. She will be a reserved free agent this offseason, which gives the Sky her exclusive negotiating rights.

Taylor is practically guaranteed to make more the minimum next year. The Sky can offer her any contract amount, from the one-year league minimum to a max contract that starts at $1.3 million in 2027. And her timeline aligns with the rest of the team’s young core, including Kamilla Cardoso (25), Rickea Jackson (25), and Gabriella Jaquez (22).

“We feel like with the addition of Sydney, we have a young core that can go toe-to-toe with anybody in the league,” Pagliocca said. 

Taylor’s emergence far from exonerates Pagliocca from several questionable gambles, and he still has little margin for error with the fanbase over the next few years as he continues his win-now mandate. But Taylor is a lifeline with a ceiling high enough to provide some hope.

This field is for validation purposes and should be left unchanged.

Sign up for
The Memo Newsletter

Get the biggest stories and best analysis on the business of sports delivered to your inbox twice every weekday and twice on weekends.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.
Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

Saudi PIF Chief Joins Trump Amid LIV Golf Funding Push

It was Al-Rumayyan’s first LIV appearance since PIF pulled funding in April.

FIFA Alleges ‘Concerted’ Effort to ‘Undermine’ Infantino

FIFA said it will not ‘tolerate’ any process inconsistent with its democratic procedures.

Sinner Joins Alcaraz in Withdrawing From Cincinnati, Clouding US Open

Carlos Alcaraz previously withdrew from Cincinnati with a wrist injury.

Caitlin Clark Avoids Suspension As WNBA Rescinds Technical Foul

Sky guard DiJonai Carrington was also ejected for a flagrant foul.
podcast thumbnail mobile
Front Office Sports Today

8/10/26 – WNBA’s Weekend of Controversy, Senate Punts on College Sports Bill, Kyle Shanahan’s Autopilot Confession

0:00

Featured Today

Joey Spallina of the Maryland Whipsnakes

How Eye Black Became ‘War Paint’ on the Field

“You’re going into battle, doing something you only do on game days.”
August 6, 2026

Tom Brady Explains His Aggressive Push Into Trading Cards

Brady talked to FOS about his eponymous card company.
FILE PHOTO: Cricket - Indian Premier League - IPL - Mumbai Indians v Chennai Super Kings - Wankhede Stadium, Mumbai, India - April 23, 2026 Mumbai Indians' Suryakumar Yadav in action
August 5, 2026

India Is Stealing Cricket’s Throne From England and Australia

India’s insatiable appetite for cricket has shifted the traditional locus of power.
WPBL
July 30, 2026

Who’s Playing Women’s Professional Baseball?

Sixty players from 11 countries are descending on Illinois for six weeks.
Tom's Watch Bar
July 17, 2026

Sports Bars Are Cashing In From Summer of Soccer

The World Cup has brought a windfall to America’s biggest sports bars.

Money Suddenly Floods NFL’s Running Back Market

The long-overlooked position gets a big jolt of new energy. 
Eastlake’s Julian Williams (3) runs the ball during a District 1-6A high school football game against Pebble Hills on Friday, Oct. 31, 2025, at SAC 1 in El Paso, Texas.
August 6, 2026

Texas Heat Rules Reshape High School Football Practices

Smaller programs may lack the facilities and trainers to adapt.
August 7, 2026

Clippers, Leonard Had Sponsorship Deal With Daktronics: Report

Daktronics installed the Intuit Dome’s halo board.
Sponsored

Saints Great Turns to Ownership

Marques Colston discusses his Champions Fund launch and finding success after football.
Dec 28, 2017; Portland, OR, USA; Portland Trail Blazers guard CJ McCollum (3) dribbles the ball past Philadelphia 76ers forward JJ Redick (17) and guard Ben Simmons (25) during the fourth quarter at the Moda Center. The Blazers won 114-110. Mandatory Credit:
August 4, 2026

Why Pro Athletes Are Saying Their Big Contracts Weren’t So Big

“I think people should listen, because they’re telling the truth,” Chris Bosh told FOS.
Jul 12, 2026; London, United Kingdom; Jannik Sinner (ITA) serves against Alexander Zverev (GER) (not pictured) in the gentlemen's singles final of The Championships Wimbledon 2026 at All England Lawn Tennis and Croquet Club.
August 3, 2026

Star Withdrawals Test the Value of Tennis’s Masters Events

The Canadian Open is missing tennis’s biggest stars once again.
Aug 31, 2023; Flushing, NY, USA; John Isner of the United States is interviewed on court after his second round match against Michael Mmoh of the United States on day four of the 2023 U.S. Open tennis tournament at the USTA Billie Jean King National Tennis Center.
July 31, 2026

Former Tennis Pro on Influencers at Big Events: ‘Done a Lot for the Sport’

John Isner says there’s upside to content creators’ presence at Grand Slams.
July 30, 2026

LeBron Could Make Sixers’ Expiring Jersey Patch a Premium Asset

Philly’s deal with Crypto.com expires in 2027.