In terms of difficulty FFV is a bit more challenging than VI but not quite as hard as FFIV Super Famicom/DS. It really comes down to how well you utilize your jobs and sub-jobs. What FFV is probably the most notorious for is having more missables than other games... like the summons. If you're hoping to make the most of all the job classes the game can be difficult without a guide.
Black Mages don't suck, they are quite powerful if used right and giving them the Barehanded ability helps keep them useful in random encounters without blowing through their MP. It's things like that that keep the jobs useful. Berserkers are also much better than people give them credit for, their strength comes from the weapons you give them but a Death Sickle or Earth Hammer makes them pretty badass on the field. Hell the game may have the most useful version of the Bard class in the series barring the MMOs and remakes.
In terms of bad classes? Trainer is largely only useful for getting all the spells for the Blue Mage. Blue Mages and Chemist are incredibly powerful but require some thorough knowledge and finding everything about them to make them useful. The real issue with most of the jobs is that the sub-job system makes a few of them obsolete once you obtain certain skills from them. You'll use a Ranger to get Rapid Fire/X-Fight and then probably never use them again. Other classes become more useful the further you get in the game such as Freelancer and Mime, but even Red Mage doesn't really come into their own unless you spend time leveling up the Black and White Mages. You can potentially beat the game with any class combination if you build them right, so don't worry about shooting yourself in the foot. Granted some builds are more efficient than others.
Honestly, I would play a fan translation before the PS1 version. It's not technical issues like IV, VI, and CT that hurt this game as much as it's the game's lousy localization that sucks out the ability to take the game serious. Granted FFV is one of the more lighthearted entries but the GBA script is better. On the other hand, the PS1 version has the better music and graphics quality between the two. I do love the soundtrack to this game.
For the most part, the cast of FFV's stats are pretty close to each other. Bartz and Galuf favor melee a little more and Lenna and Krile favor magic, with Faris being the most balanced so you can build people anyway you want and not have to worry about it. The game is flexible as jobs and equipment do all the heavy lifting in regards to stats for the most part.
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