There is no doubting that Henry, now 36, made one of the greatest impacts an athlete could possibly have on the Premier League. He was a scorer of scintillating goals, he was a fundamental part of Arsenal's golden era at the turn of the millennium and he possessed a skill level and technical efficiency that is rarely unrivaled from players in the English division.
In his professional career to date, Henry has a Ligue 1 title, a brace of Premier League crowns, a hat-trick of FA Cup winners' medals, two La Liga titles a Champions League trophy and some silverware from his time in the MLS.
Bale's trophy cabinet was bare in comparison, until this week when he finally added a meaningful competition with a Copa del Rey cup.
Last night, April 16, it wasn't just a trophy win, though, but a statement as, without talismanic attacker Cristiano Ronaldo, Bale filled the void by scoring a highlight reel winner in the final of the tournament - against Real Madrid's bitter rivals Barcelona no less.
WOW Bale. Acceleration and composure in abundance. Reminiscent of Henry running off the pitch against Carra that time.#BaaBaaVoom— Joseph Barton (@Joey7Barton) April 16, 2014
While Bale does not have the trophies to match Henry yet, he does hold the honour of being the world's most expensive player after having thrilled for so long at White Hart Lane.
With this momentum, Real could not have a significant role to play in what is left of La Liga, where they trail pace-setting leaders Atletico Madrid by three points.
The club are also challenging in Europe, too, as they compete a Champions League semifinal against defending champions Bayern Munich - the first leg is on April 23, at the Estadio Santiago Bernabeu.
It may seem unpleasant for Arsenal fans to ponder, but if Bale is part of a Real renaissance, where the Madrid team begin to attract a bounty of trophies in the coming years then the Welshman's legacy may well become greater than the one Henry left on Barcelona and at Highbury.
Gareth Bale has just become a superstar!— Gary Lineker (@GaryLineker) April 16, 2014