Pros
- Talented, hardworking people across the company - Meaningful mission, especially in public sector use cases - Opportunities to learn and grow if you’re willing to operate in ambiguity - Strong camaraderie at the team level
Cons
- Frequent strategy resets (cloud → apps → retention → enterprise → public sector) without letting prior efforts mature - Pattern of starting initiatives but not finishing them, leading to partial products and low customer confidence - Leadership often bypasses domain experts, which slows decisions and reduces ownership - Feedback loops feel performative, input is requested but not consistently acted on - Loss of experienced talent without clear reflection or accountability - Benefits and healthcare experience don’t match stated company values - Communication is often top-down rather than collaborative, despite being a communication company - Lack of a clear, durable path to long-term success makes the typical startup tradeoffs harder to justify - CEO must approve all quotes personally, which reflects an overly centralized and controlling decision style