WWE has announced two pivotal Money in the Bank qualifying matches for the September 21 edition of WWE Raw, with a major men’s triple threat and a major women’s triple threat set to shape the fields for the upcoming ladder matches. LA Knight is also advertised to speak during the show, adding another notable segment to a card centered on opportunity and momentum.

The announced matches follow a week in which Lola Vice and Je’Von Evans secured qualification for their respective Money in the Bank matches on Raw. With those spots already claimed, the September 21 program will determine the next entrants in both divisions.

Dragon Lee, Solo Sikoa, and “Dirty” Dominik Mysterio will meet in a triple-threat qualifying match for the men’s Money in the Bank field. On the women’s side, La Catalina, Roxanne Perez, and Iyo Sky will compete for the fourth available spot in the women’s Money in the Bank match.

Dragon Lee, Solo Sikoa and Dominik Mysterio collide for a men’s Money in the Bank place

The men’s qualifier brings together three very different competitors, each with a clear reason to view Money in the Bank as a potentially career-changing opening. The format is especially significant because there will be no room for a slow start. In a triple threat, momentum can shift immediately, alliances can be temporary at best, and the wrestler who avoids one key mistake could leave Raw with a place in the ladder match.

For more background on this topic, read Jacy Jayne Steals SmackDown Triple Threat to Secure Women’s Money in the Bank Spot.

For Dragon Lee, a victory would represent an important opportunity to turn his high-energy, risk-heavy style into a direct path toward championship contention. Money in the Bank rewards athleticism, awareness and the willingness to take chances, all qualities that fit the type of offense Dragon Lee brings into a match. At the same time, a multi-person qualifier means he will need more than spectacular movement. He will have to find an opening against two opponents who each bring a different kind of threat.

Solo Sikoa enters the match as the physical power player. The former enforcer has repeatedly shown that he can change the tone of any contest with force, and his presence makes every exchange potentially decisive. A Money in the Bank victory would give Sikoa a route to elevate his standing even further, but first he must deal with opponents who may look to use his strength against him. Dragon Lee’s speed and Mysterio’s opportunism could make Sikoa a target whenever the action becomes chaotic.

Dominik Mysterio, meanwhile, has long been comfortable operating in unpredictable situations. Branded “Dirty” Dominik Mysterio, he enters the qualifier with the kind of instincts that can prove valuable when a match has no conventional one-on-one structure. The contest will not only test whether Mysterio can outlast two opponents physically, but whether he can capitalize when either Dragon Lee or Sikoa creates an opening.

There is also a strong contrast of styles within the matchup. Dragon Lee can push the pace and force the action to move quickly. Sikoa can slow everything down through power and punishment. Mysterio can look for the moment when both rivals are vulnerable. That balance makes the qualifier one of the most consequential announced bouts on the Raw card. One win places a competitor in the men’s Money in the Bank match; two losses leave the other participants to consider how close they came to a major championship opportunity.

Iyo Sky faces Roxanne Perez and La Catalina in women’s qualifier

The women’s Money in the Bank qualifier is equally loaded, as Iyo Sky, Roxanne Perez and La Catalina compete to become the fourth entrant in the women’s ladder match. The bout brings together a former world champion in Sky, a rising and highly confident Perez, and La Catalina, who has a chance to make a major statement on a high-stakes Raw broadcast.

Sky’s experience in major WWE situations makes her an immediate favorite in any match built around pressure and split-second decision-making. She has competed at the highest levels in WWE and understands how rapidly a match can change when multiple wrestlers are fighting for the same prize. A place in Money in the Bank would put Sky in position to pursue another route back to the top of the division.

Perez is no stranger to presenting herself as someone ready for the spotlight. Qualifying for Money in the Bank would provide another major platform for her and would reinforce her place among the women looking to move closer to championship-level opportunities. Against Sky and La Catalina, Perez will need to be prepared for a contest where confidence alone will not be enough. Every competitor will have to manage a constantly changing tactical situation.

La Catalina enters a match that could offer the biggest immediate opportunity of the three. Triple-threat qualifiers are capable of creating breakout moments because a wrestler does not necessarily need to dominate from beginning to end to win. Timing, resilience and the ability to recognize a narrow opening can be just as important as sustained control. A victory over two prominent opponents would put La Catalina into the Money in the Bank field and give her a defining achievement on Raw.

The stakes are heightened by the fact that the winner will become the fourth confirmed participant in the women’s Money in the Bank match. Lola Vice qualified on the previous Raw, and the September 21 qualifier will further establish the identity of a field that will continue to develop. Whether Sky’s experience prevails, Perez finds a way to seize the moment, or La Catalina delivers an upset, the result will have a direct impact on the women’s title picture moving forward.

LA Knight advertised to address the WWE Universe

Beyond the two qualification matches, LA Knight is advertised to speak on the September 21 episode. WWE has not announced the subject of Knight’s appearance, leaving open questions about what he will address when he takes the microphone.

Knight’s segments routinely carry the potential to redirect attention toward his next target or his immediate plans, and his scheduled appearance ensures that Raw will include more than in-ring qualification drama. With Money in the Bank season taking shape, any statement from Knight could be closely watched by fans looking for clarity about where he stands and what he intends to pursue.

At this stage, WWE has only confirmed that Knight will speak. No opponent, match, confrontation or additional details have been officially listed in connection with the segment. That uncertainty makes the appearance one of the more open-ended elements of the show heading into Monday night.

Money in the Bank momentum builds on Raw

The September 21 Raw card is built around the importance of qualification. Money in the Bank has traditionally represented a unique form of leverage in WWE, and simply reaching the respective ladder matches can alter a wrestler’s position on the roster. Every participant who earns a place in the field moves one step closer to holding an opportunity that can influence the championship landscape.

Je’Von Evans and Lola Vice already created momentum for themselves by qualifying last week. Now, Dragon Lee, Solo Sikoa and Dominik Mysterio will battle to join Evans on the men’s side, while La Catalina, Roxanne Perez and Iyo Sky seek to join Vice in the women’s field. The matches do not merely fill spots on a list. They can establish which wrestlers are best positioned to carry momentum into the next stage of the Money in the Bank process.

The triple-threat format also ensures that the winners will have to earn their opportunities in difficult circumstances. Unlike a standard singles match, where one competitor can focus on one opponent, this structure requires every wrestler to be aware of threats from multiple directions. A wrestler can build momentum only to have it interrupted in an instant. A pin attempt can be broken up. A dominant sequence can become an opening for someone else. That unpredictability is exactly what makes these qualifying bouts so important.

For Raw, the two matches provide immediate stakes across both divisions, while Knight’s advertised appearance adds a separate point of anticipation. WWE may add further material to the lineup before the show, but the currently announced card already places a clear emphasis on the road to Money in the Bank.

WWE Raw lineup for September 21

  • LA Knight is scheduled to speak.
  • Men’s Money in the Bank qualifying match: Dragon Lee vs. Solo Sikoa vs. “Dirty” Dominik Mysterio.
  • Women’s Money in the Bank qualifying match: La Catalina vs. Roxanne Perez vs. Iyo Sky.

Raw is scheduled to begin at 8 p.m. ET on September 21. By the end of the night, WWE will have two more Money in the Bank qualifiers, and LA Knight may have provided a clearer indication of what is next for him.

ABOUT THE AUTHOR

Darryl Polo is a passionate wrestling fan covering WWE, AEW, TNA and beyond. He loves great rivalries, breakout stars and the moments that keep fans talking long after the bell. How we work.