Fourteen FA Cups is more than any other club in the competition's history has managed, and the record has been built in a distinctly uneven way - not through one dominant era, but in bursts spread across nearly a century of the club's history, from the 1930s teams built by Herbert Chapman through to Wenger's sides and the Emirates-era wins under Wenger's final years and beyond.
Part of the reason the FA Cup has suited Arsenal so consistently is structural. The competition rewards a single knockout run rather than the long consistency a league title demands, and Arsenal have, across several different eras, fielded squads capable of raising their level for one-off occasions even in seasons where the league form wasn't quite there. Several of the club's FA Cup wins in the 2010s came in exactly that shape: a side that wasn't seriously competing for the title still finding the sharpest version of itself across a handful of cup rounds.
There's also something in the competition's format that has repeatedly favoured Arsenal's game model. A club built, across multiple eras, around technical midfield play and patient buildup has tended to find more room against the lower-league and mid-table opposition the earlier cup rounds regularly produce than it sometimes has against the Premier League's best defences week to week.
Fourteen wins across more than a hundred years isn't a run - it's a habit, repeated by different managers, different squads, and different tactical approaches, in a competition that has outlasted every one of them. It's arguably the clearest evidence that some clubs simply suit some trophies more than others, for reasons that have very little to do with any single team or era.

