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First of all
I would research and gather any information you can that would assist you or benfits *both* you and the company greatly then have it all laid out on paper ie "the cost" "the benfits to both you and the company" and "the pro and con" so the company can see that the pro outweight the con.
Once you have it all laid out and on paper then next thing I think you should do is make a couple of copies and give one to each head company of your area but I would not "try to go above your boss's head" or "go outside your area" etc becasue it would only make them irrgated and possiably work againist you also do not or never threaten them in any way that you would go to the ADA or "file a lawsuit" etc if they don't submit to your layouts.
Like this one statement you made saying that co worker finds relay inconvenience or weirdness to handle then find a relay that offer your own private number which your co worker can dial that the relay service knows incoming calls goes directly to you and will actually leave messages via emails if your never online via AIM or MSN or VP to answer it.
I do know many people finds it very incovenience to remember relay number then to remember your phone number to tell the relay to dial it and instead now they can just keep your private number in thier "contact list" on thier phone and press one button like they do with all hearing folks. Also few relay service provide it free of charges.
I found that by researching becasue I needed something for hearing people and only one number to put on my business card and it works wonders for me.
Nobody is gonna do this research for you or tell you about it unless they are using it themseleves or the companies is gonna ask you if this or that will benfits both of you so basically you got to do it all yourself and it get it all laid out on paper.
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