I understand the frustration. I had to get an Airrave for my parents house because the coverage is very spotty where they live. While I wouldn't say my phone is my life, it is always in my hand being used (work, family, friends, etc). If you make a donation, you can see the sponsor maps that have the completed NV sites in the Chicagoland area. There are known issues of calls/service dropping between Legacy and NV towers. There is a good article on this forum from a month or so ago that I'll add in a few minutes.
If you become a sponsor, those maps will show you the "good" areas and the "bad" areas. Maybe a slight change in your travel routes might help your dropped call issues a great deal. Or you might learn the current boundaries and be able to stop before a call drops to finish it or advise the other person that you might lose them. I have a couple of areas like that and I always let the person I'm talking to know that they might lose me.