I used Estimate for a long, looonnnng, time - the last 15 years, basically. Last I looked they seem to have totally abandoned that software and any further development of it. As someone mentioned earlier, it was a Mom&Pop operation, more or less (or at least came across that way), that offered a pretty decent product at an affordable, one-time price. I have no idea what happened to them but they haven't offered any kind of update in years. Maybe their son the software designer finally moved away from home?
Anyway, I know of a printer in town slowly introducing efi's PACE system into their workflow for both offset and large format, but it's not cheap and VERY granular. TONS of data entry to get it up and running. My present company is in the process of bringing a system called Midnight on line that's along the same lines. Not sure of it's pricing structure, though. I actually came to this forum because I'm in search of some software to use in the meantime. We're presently using PrintSmith, but as I understand it's pretty clunky and may be obsolete (much like Estimate).
But I totally agree with the above poster's question: Why does it have to be so complicated? There's thousands of digital printers and sign companies ready and willing to buy some quality estimating software. Is it really so difficult?