Pros
Remote work environment Decent compensation Great onboarding and culture initiatives Solid product with a great product-market fit
Cons
The CEO is the worst leader I have ever witnessed and creates a horribly toxic work environment, causing an obscene amount of turnover (and tears). I can handle a tough executive with high expectations from a competent leader who just wants the company to reach its full potential. That's what we all want. That's not this CEO. He thrives on publicly shaming his leaders in order to make himself feel bigger, because he doesn't actually know what he is doing. He has this alternative view of the universe that doesn't align with any best practice of a high performing organization. You can't disagree with him. He hires strong leaders for a reason because he needs them, though has no interest in them actually bringing those excellent outside perspectives to Toptal. It's his way or loud, angry, public humiliation. He has never really worked anywhere else, yet thinks he knows how mature companies operate. He has no idea. His influence (whether you work directly for him or not) will rip your guts in half emotionally. No matter how much he offers you, run far and fast the other direction. The damage to your mental health is not worth a day of working here.