As others have said check-out as many speakers as you can.
An audio show is a great event to get a feel for what different kinds of speakers do and don't do.
That is, decide what your preference is based on the various types/designs available -- e.g. boxed cones & domes, horns, open baffles, planars etc. Don't rule-out any type, until you've given them a serious try. Once you've decided on the type you prefer, then listen to the most speakers possible of that type.
In 2012, my son and I did just that. Our days at the RMAF were ear opening. Afterwards, we both essentially favored the same speaker styles. The term effortless was one used to define what we favored. It's hard to explain, but we jelled on open baffles & hybrid versions, planars and horns, if that gives you a clue to what the term meant for us.
But then again being initially an Air Motion Transformer fan, moving to Apogee's, Martin Logan's and now Soundlab 845PX full-range stats, these sorts of speakers do it for me.
The musicality of electrostatic bass, once heard, is something that's hard to dispense with. Of course, it doesn't hit you in the chest with a blast of air, like my H/T's 16" subs do. But, going down to 26Hz, they do a good job, even on the Antal Doráti’s 1958 recording of the 1812 Overature. It's subperbly reproduced with its West Point Academy’s 3,180 lb. bronze cannon, along with a 12-pounder siege gun, as well as the Rockefeller Memorial Carillon.
Because I favor dipoles, I am intrigued by the Claris Audio and Diptyque Audio. But you already have Maggie's so you have a clue about dipoles.
Everything in this hobby is a trade-off. There is no best. But there is definitely a hierarchy of really great components.
For example I've had the pleasure of owning some darn good DAC's -- more recently Lampizator Big7 and Golden Gate, a dCS Rossini and presently, an Emm Labs DV2. They obviously sound different. But each in its own right was a really great DAC.
For "endgame" $30-$40K speakers, there's a whole world of really great transducers! And I consider them the single most important component! So, determine your preference of speaker type and listen to all you can within that type and enjoy the hunt!