The FWW just adds inertia to the engine. It won't build revs as quickly, so will be smoother (less likely to break traction, or get away from you), and the same in reverse. Will want to carry and be less prone to stalling.
It's all personal preference. A 300 should have no issues with a bit of extra weight off the flywheel, if that is what you're looking for. Others prefer snappier more responsive power delivery.
There are always other ways to tame things with throttle tube/cam systems, jetting, gearing, tyre size/mass.
The whole lot works as a system, so really you want to have the suspension matched to your ability and terrain, and balanced front to rear. The engine characteristics to suit your desires. Then focus on your skills. Clutch, throttle, body position, and technique.
All easier said than done. But your issues aren't anything that we all don't face. What one person considers unrideable/impossible another may find a challenge, and another may simply make it look effortless. It's all to do with skill and technique and the more time you put into practicing and improving the better you will be equipped to deal with them. FWW or not.
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