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The contest featured eight goals, three penalties and drama from start to finish.
Wakefield began brightly, pressing aggressively from the outset while handing season-debut starts to promising youngsters Robbie Barry and Theophilus Sithole.
Their high-energy approach paid off in the 18th minute when a hurried Chickenley clearance fell to midfielder Kane Whitaker. He quickly found Amir Heidari who skipped past his marker before threading a perfectly weighted pass to Ali who shrugged off a defender and calmly slotted home.
Seven minutes later Ali produced a moment of real quality to double the advantage. After flicking the ball over an advancing defender, he brought the ball down on his chest and unleashed a stunning 30-yard left-footed volley into the top corner.
Athletic made it 3-0 in the 35th minute when Heidari's dangerous inswinging corner evaded everyone in the crowded box and found its way into the net.
However, the game took a dramatic turn just before half-time as Chickenley were awarded two penalties in quick succession.
A disputed challenge inside the area gave Jack Thomson the opportunity to reduce the deficit from the spot and he made no mistake. Barely a minute later, goalkeeper Joe Head was adjudged to have made contact with an attacker while attempting a clearance and Thomson stepped up again to converted his second penalty.
Wakefield responded with tactical changes at half-time, introducing Ridhwan Aldaiki in attack and Ahmed Haseeb ("Rooney") in midfield. The adjustments paid dividends in the 63rd minute when Rooney's impressive footwork drew a foul inside the area and Ali completed his hat-trick by smashing the resulting spot-kick into the net to make it 4-2.
Despite controlling large periods of the second half and creating further opportunities through Aldaiki, Heidari and Josh Harrison, Wakefield were made to work overtime for the points when Chickenley pulled another goal back through Thomson.
With five minutes remaining, Athletic finally secured the victory through a superb contribution from two substitutes. Rooney turned his marker expertly in midfield before sliding a pass into the path of striker Tobi Trust. Driving towards the byline, he created space with a sharp swivel and from an incredibly tight angle, fired a first-time finish beyond the goalkeeper.
The Procrete man of the match award was shared by hat-trick hero Ali, influential midfielder Whitaker and commanding defender Matty Jones.
Wakefield Athletic A were edged out 1-0 by Flockton First in the Premiership Two League Cup with Joshua Hollings scoring the only goal after 24 minutes.
There were fireworks, sparklers and no shortage of drama as Wakefield Athletic B travelled to face Hanging Heaton in Championship One, just a week after suffering a heavy defeat against the same opponents.
Determined to make amends, Wakefield produced a vastly improved performance and raced into a deserved two-goal lead before the contest slipped away in the second half. Boosted by the return of key players Mohamadou Jabbi Waugh, Henry Ripley and Mustapha Konateh, alongside debutants Banta Dramneh in midfield and striker Lasana Touray, there was a renewed sense of optimism within the visitors' ranks.
That confidence was justified after just 12 minutes when Athletic broke the deadlock. Outstanding work from Ripley deep inside his own half sparked a swift counter-attack with a perfectly weighted through ball releasing Touray. The debutant showed composure beyond his years, racing clear before drilling a low finish into the bottom-left corner.
Eight minutes later, Touray struck again to double Wakefield's advantage and cap a dream start to his debut.
However, Hanging Heaton found a route back into the match three minutes before half-time. A corner was not dealt with convincingly, allowing Callum Sharp to head home.
Looking back, Athletic may feel they failed to make full use of the first half advantage of playing downhill and that ultimately proved costly. Hanging Heaton emerged after the break with renewed purpose and gradually wrestled control of the contest.
Their persistence paid off around 15 minutes into the second half when Chris Littlewood levelled the scores at 2-2.
What had begun like a spectacular fireworks display for Wakefield gradually fizzled into disappointment. Unable to regain control, they conceded further goals with Josh McAvier, Harry Inwood and Matty Woodhead completing the turnaround to secure a 5-2 victory for the hosts.
The result lifted Hanging Heaton into second place, while Athletic remain second from bottom despite a display that showed plenty of encouraging signs.
The BDM Engineering Services Ltd man of the match award was shared by debut double-scorer Touray, Jahara Jaiteh and Buba Dibaga. Manager James Johnson also reserved special praise for Dramneh, Aiden Robinson, Ripley, and the rest of the squad for their effort, commitment and improved performance.
Wakefield Athletic C produced an impressive attacking display to secure a convincing 6-2 victory over Hanging Heaton Reserves in Championship Two to skip into third spot on goal difference over the visitors.
Hanging Heaton started the brighter, but it was Wakefield who struck first after 15 minutes, striker Algaily Mujtba coming up with a composed finish.
They soon made it two as recalled support striker Arwa Omar latched onto a long kick from goalkeeper Aaron Dooley to race clear and calmly slot the ball through the keeper's legs.
The lead was extended further when a free-kick from Kieran Noon took a slight deflection off the defensive wall to wrong-foot the keeper.
There was still more to come before the interval as Mujtba grabbed his second with a superb free-kick and Athletic held a commanding 4-0 lead at the break.
At the other end, stand-in goalkeeper Aaron Dooley was enjoying an excellent game between the posts, producing several outstanding saves to ensure Wakefield headed into half-time with a clean sheet intact.
Birthday boy and manager Vinny Killey made four changes at the interval, introducing teenage brothers Oscar and Felix Brotherton, along with Gaz Harwood and Shay Tillotson, to freshen things up and provide fresh legs for the second half. However, Hanging Heaton refused to surrender and pulled a goal back through Liam Leech.
Wakefield responded positively and soon restored their four-goal advantage as debutant centre-half Josh Hemingway powered home a header from a corner.
The sixth goal was arguably the pick of the bunch with substitute Daniel Clarke unleashing a thunderous strike from distance that flew past the goalkeeper.
Heaton managed to grab a second consolation goal as Kynan Wrigglesworth struck.
The Procrete man of the match award went to Dooley, Noon and Mujtba.