Pros
Relaxed work environment, overwhelming support for remote work, diverse workforce, ongoing education opportunities, fun travel, no layoffs/furloughs during COVID. My boss is awesome and has done everything in their power to advocate for my advancement in the form of raises, promotions, and paid training. All coworkers are personable and respectful of one another. On multiple occasions, Tyler employees travelled from all over the country to visit our office, or paid to send us to theirs, on fun "teambuilding" events, which have been instrumental in breaking the ice and establishing good working relationships. On one occasion we took a lavish, company-paid, week-long trip to Maine, full of outdoor activities, lobster, and drinking. This was never held over our heads nor followed by ridiculous demands for crunch.
Cons
Flawed and uninspiring leadership, mediocre compensation, mediocre integration of acquired companies, poor upward mobility, slowed hiring. We were NIC, Inc. until we were acquired by Tyler. The acquisition has gone above-average in that we were not laid off but given room to do our work, and given plenty of time to adjust. However, nearly everything about the transition has been awkward: The impending move from "our" software to "theirs", incomplete transition of responsibilities, unbearable equipment downtime, the superficial restructuring of business units with an inability to address bigger operating questions… What motivated me to write to Glassdoor is a recent "party" in which the NIC brand was finally killed off in favor of "One Tyler", unifying all the divisions into one brand. This had to happen eventually, and I appreciate the effort made to celebrate the start of a new chapter — good catering, decent swag, etc. However, the actual announcement was downright insulting. CEO Lynn Moore visited us for the first time, and opened with, "This morning, while I was getting ready, I was thinking about what I would say to you guys today…" It would have been hilarious if he wasn't serious. He pointed out how the acquisition was two years ago, and how he hadn't visited us until now. It would have been touching if he talked about how excited he was to finally meet us. Instead, he told us how he had grilled the C-suite for thinking "some idiot" would sell a company for $2 billion to someone they hadn't met yet! He proceeded to talk about what a challenge it was justifying our purchase to the board of directors, and ended up saying "I feel better about this acquisition today, than I did 6 months ago" — and when he realized how bad that sounded, following it up with, "and I felt better then, than I had 6 months before that, and so on." We walked out of that conference still referring to ourselves as "NIC", sometimes in jest or out of spite, which represents a complete failure for an event specifically designed to retire the NIC brand, already two years-deprecated. This comes one week after news that a valuable coworker and team player, who was promised to become salaried, did not have their promotion approved in the budget. They might walk and I would be picking up the slack, but more importantly, they deserved better. I would have easily traded some of the travel and swag for more full-time teammates.