There are three main concerns to engineering org:
First, there have been some growing pains and since my departure there is a new SVP, so there is uncertainty about whether they'll be able to keep the culture intact while keeping up engineering velocity up at the same time. I think the outlook is positive, but having moved on I can't say for certain firsthand.
Second, with the "arms race" in salaries (and other compensation) between large employers around here, it seems like Guidewire has opted out - at least for old timers who've built seniority on the job. The same could be said about "perks" and other benefits although my own philosophy on such things is that I'd rather have a higher salary and fewer frills.
Lastly, for some people, insurance can be an inherently dull subject. Technical management mostly does a good job of trying to keep the focus on quality and process and for many people that's enough to keep things interesting -- there's a good division of work so that you can focus on what parts work for you, and you don't get say, sucked into the minutia of insurance specific business logic or financials if you're not so inclined.
I have a much more limited sense of the company outside engineering these days, but as of a few years ago when I worked more closely with other divisions things were very mixed depending on which.
