Pros
Broadly, Imagine Learning provides an opportunity to grow and develop your skills if not your actual career. The work-life balance is good to great, depending on time of year, and middle-management and senior leaders are generally supportive if not always biased to action. The people you work with are the reason you show up every day.
Cons
For the last several years, Imagine Learning has been in a slow but steady decline both financially and culturally. Revenue targets continue to be out of line with market realities and missed. This has resulted in reduced or outright skipped pay raises and bonuses. This has also triggered an increasing focus on AI-based tools and workflows, without proper overhead and resourcing to learn and integrate them intelligently. The company has let long-tenured, respected and talented staff slowly bleed away and has done very little to address the absence left behind. There is an unspoken theme of "do more with less" that has set in and people complain about burnout almost weekly. Coupled with an ever-changing organizational structure and a lack of clear, decisive and consistent vision, the chaos-to-order balance is starting to tip the wrong direction. I would have wholeheartedly recommended Imagine 3-4 years ago but not today.