Top 10: Best and Worst Career Moments of Scorpio Sky in AEW

The Big Picture

Scorpio Sky finds himself at an operational crossroads in All Elite Wrestling. With reports surfacing that his contract expires in October 2026 and his current role leading the SkyFlight faction primarily confined to Ring of Honor and Saturday night Collision duty, the inaugural AEW Tag Team Champion is assessing his footprint. Here is the definitive breakdown ranking the major highs, transitional steps, and booking misfires that have defined Sky's multi-year run in Jacksonville.

The Championship Peaks and Early Dominance

10. Rebuilding in ROH with SkyFlight (2026)

Taking the reins of SkyFlight alongside Top Flight, Matt Sydal, Zayda Steel, and Leila Grey provided Sky with a dedicated platform after months of television absence. While the faction successfully anchored Ring of Honor programming, placing a former singles champion in a secondary brand stable feels like a lateral step rather than a main-event push. The group delivers solid in-ring mechanics, but it lacks the main-card friction needed to elevate Sky back to pay-per-view status.

9. Launching SCU on the Inaugural Dynamite (October 2, 2019)

Sky stood alongside Frankie Kazarian and Christopher Daniels on night one of AEW Dynamite, positioning SoCal Uncensored as an essential foundational act. Participating in that opening stretch established Sky as a trusted hand capable of carrying live television segments during the promotion's formative weeks. It proved he could work as an energetic babyface, though the tag team context temporarily delayed his inevitable singles evaluation.

8. Winning the TNT Championship from Sammy Guevara (March 9, 2022)

Sky captured his first singles title on Dynamite by pinning Sammy Guevara following a TKO, ending a long title chase. The victory delivered a cathartic payoff for a day-one roster member who had spent months grinding in dark matches and tag divisions. However, the title run immediately stalled due to confusing hot-potato booking that saw the belt traded back and forth over a short span.

7. Reclaiming the TNT Title in a Ladder Match (April 27, 2022)

Sky recaptured the TNT Championship against Guevara in a brutal ladder match on Dynamite, securing the belt after a springboard cutter off the ladder structure. The match highlighted Sky's athleticism and willingness to take high-risk bumps under pressure. Despite the impressive physical performance, the feud's bloated storyline romance elements dragged down what should have been a signature reign.

Stalls, Missteps, and Franchise Highs

6. Formational Stagnation with Men of the Year (2021-2022)

Teaming Sky with Ethan Page and manager Dan Lambert produced strong promo segments on paper, but the act frequently spun its wheels in mid-card purgatory. The heel turn gave Sky a sharper edge, yet the booking prioritized Lambert's celebrity feuds over sustained tag division momentum. It showcased Sky's adaptability, even if the creative direction failed to yield tag team gold.

5. Defeating Chris Jericho on Dynamite (November 13, 2019)

Sky achieved one of the biggest singles upsets in early AEW history by pinning reigning World Champion Chris Jericho in a tag team match. Rolling up Jericho after countering a Walls of Jericho attempt blew the roof off the arena and instantly proved Sky could hang with main-event talent. AEW failed to capitalize on the momentum, opting against a full-length singles title program following the loss.

4. Prolonged Injury Absences and Roster Drift (2023-2025)

Legitimate injury setbacks continuously derailed Sky just as he started gathering onscreen momentum. Missing major pay-per-view cycles forced creative to write him off television, leaving him out of key storylines during AEW's expansion era. Staying off live broadcasts for extended stretches eroded his standing in an increasingly congested locker room.

3. The Face of the Revolution Ladder Match Victory (March 7, 2021)

Sky outlasted five competitors at Revolution 2021 to grab the brass ring and earn a guaranteed TNT Title shot. The match featured heavy impact spots, including a frog splash off a ladder, cementing his status as a premier mid-card threat. Winning the inaugural ladder match promised a major singles trajectory that ultimately took another full year to materialize.

2. Contract Uncertainty and Podcast Transparency (July 2026)

Addressing his impending contract expiration on the Tagging In with Chris Harris podcast, Sky acknowledged the floating reports without dodging his future. As reported by Wrestling Inc, Sky stated he is focused on finishing his current chapter the right way rather than fixating on what comes next. Handling high-profile contract speculation with professional composure prevents distraction while keeping his free-agency options wide open.

1. Becoming the Inaugural AEW World Tag Team Champion (October 30, 2026)

Sky and Frankie Kazarian defeated the Lucha Bros in a tournament final on Dynamite to become the company's first tag team champions. Step-ins following an angle injury to Christopher Daniels, Sky delivered a star-making performance by pinning Pentagon Jr. after a total execution sequence at the 12-minute mark. It stands as the peak of Sky's AEW career, delivering pristine tag wrestling and establishing a historic milestone that can never be erased.

Honorable Mentions

Sky's hard-hitting AEW Dark win streak throughout late 2020 kept his record immaculate, though it occurred off main cable television. His singles challenge against Cody Rhodes for the TNT Championship in August 2020 also demonstrated his ceiling as a television challenger, even in defeat.