Automattic

Work-from-home perks are fantastic.

They cover all medical premiums.

Insurance is California-based. California has the best protections at the state level for requiring things be covered by insurance.

Employee groups are fantastic.

Other employees are wonderful, across the board.

Hours are very flexible.

It's a great place to work if you're looking to coast on a steady paycheck, not have any real career ambitions, and be able to focus on your personal life.

Matthew. Every day, you just hope he doesn't look in the direction of your team/project, or else, who knows what will happen. I've worked at startups before, but never seen an environment where literally every "suggestion" or "thought" the CEO has suddenly must be done right this second. And there is no room for people to disagree. Discourse is "welcome," but that's because he assumes you will eventually see how he is right. Only yes-people survive and thrive here when you have to interact with Matt.

Aside from that, there is no career growth (you are not told who your peers are, how your performance is assessed, or how you can progress to the next level). Pay is incredibly low for the US; it's better internationally, but also in many places, you are a contractor and not eligible for other benefits. They "don't believe in levels" (which is a lie - new leads are congratulated, yet it's not a promotion because they don't do promotions).

Bottom line,

Simply put, let the people who are hired to do a job do it. Don't come in and overrule them because "Matt had a thought." Matt does not know it all and regularly makes poor decisions, then throws others under the bus because "he didn't force them to do it, he only suggested it." There is no accountability there; at least own up to your own decisions.