Ship vs ship isn't the problem. It's that the Federation is not willing to deal with the multigenerational insurgency that the Obsidian Order would do when they think time and diplomacy can resolve the matter.I guess I had trouble believing the Federation would struggle, when we saw a Galaxy-class and Nebula-class routinely curbstomp Cardassian warships in that episode where the Federation captain goes rogue. It seems if, without prep or favourable circumstances, one of your cruisers can wade through multiple enemy cruisers and emerge undamaged, it should've been pretty simple to simply send a fleet into Cardassian space and cause utter mayhem and devastation on anything in sensor range (purely military targets, naturally) until the Cardassians kiss the Federation's boots and sign a treaty saying they'll never go near Federation space again. That's what I would've done, if my neighbours were making forays into my space and slaughtering my civilians.
Oh, and I would've suggested that perhaps I might be less... Severe, if they came to me with future requests, if Bajor was immediately evacuated.
The disparity in power between the Federation and Cardassians in those early eps is just too big to even believe a serious military campaign is required. An expeditionary force should be sufficient to force them out.
Remember, Starfleet has a volunteer economy. They cannot and do not compel their population to provide labor. To get a boot on the neck of Cardssia long term they need a long-term consistent drive to make that happen among the citizens.
It's just not something the Federation is capable of doing even if they are physically capable of winning initially. The very nature of the Federation dooms such a plan to failure.
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