Pros
The teams at Legacy are great. The collaboration between team members is great. There is weekly lunch catering but it's really the cheapest type of food they could find to feed everyone on a regular basis. Chipotle, Chinese, Pizza, etc... Snacks in the office is nice. There are a lot of great people at Legacy that work hard to achieve their goals. The customer service teams are great and work really hard at what they do. HR is great and does a good balance between protecting their employees from the company and protecting the company from the employees. Good hours and work life balance.
Cons
They haven't updated their business model or product offerings much in the last decade. It's still focused on ad revenue. When a page doesn't do well, add more ads to it. It's hard to reach the levels of growth they are looking to hit so they recently closed an entire office, not because the location wasn't producing, but because the company as a whole moved their management back to Chicago, abandoning the location with any form of leadership. The company as a whole is looking to grow at an unsustainable level year over year. Their technology stack is old and patchworked together with a decades worth of legacy code that hasn't been refactored since the Bush administration. No employee investment, training or otherwise. Depending on your department, there is little to no career growth. You can certainly move up the chain in some groups but that isn't universal. Very weak 401k. Sometimes you don't have the resources to do the job you need, tools, etc... so you need to improvise which is frustrating.