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This permit contains lots of check boxes and areas to fill in what kind of work is to be done.
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Well, ultimately, it depends on your end goal! Whatever software you use, you should use that software to it's purpose.
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To replace check boxes i was thinking drop-downs that auto-fill some text due to certain conditions.
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This sounds like it could be Excel, but the first quote (lots of check boxes) could be done in Word. Infopath I have used once and it fit my purpose at the time, but I could have easily used Excel or Word, but Infopath offered something which made it the more efficient software to use.
Hope this helps. In the end, look at the end goal and use the tool that fits in best.