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We use a toneport for recording vocals and guitar.
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I've never used the Toneport, but if it's like any other Line6 product, it's complete garbage. More than likely, it's fine what what you are doing.
If there is that much hiss in your vocal, you need to do something different. A nicer mic preamp will take care of that. However, if your budget is low, just turn the gain on the mic pre down. There is a point on cheaper mic preamps where the noise skyrockets. Find a nice happy median between level and noise. You should be able to make up the gain somewhere down the chain. At worst, the mix will be quiet and you'll have to crank the headphones. Of course, these will be noisy, but it beats a noisy recording.
In my rig, I'd put a compressor plugin on the vocals and crank its output up really high. This should take care of it.
NEVER eq noise out of a vocal track. If the noise is THAT high, you screwed up. It's generally okay to eq noise out of a bass track, but that's about it. If you get you gain structure right, noise is seldom a problem.
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we sometimes also struggle with deessing.
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Who doesn't? Keep working at it. Sometimes you need to do each word individually. It takes time, but it's usually worth doing. The need for de-essing is generally caused by using the wrong mic or a singer is dinging in a way that is no appealing. Both are possibilities. More than likely it's the mic.
It sounded like you had used a Shure SM58, but after EQing it there is no way to tell. Since you EQ'd all the high end out, it's going to make the upper mids sound more aggressive than they were, which will lead to the need of the de-esser.
Brandon