TX, Dude, go for it. I would read Ed Tyler's book, "Estimating Electrical Construction" if I was you. That book helped me more than anything.
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One of my fears is that I am too detail oriented and will overprice everything I look at or get bogged down in details.
You will learn to get past all the details. Believe me, I'm like you, I see all the details, and worry about them too. You will learn what to look at, and when to look at it. Regards, Doc