Pros: - Interesting product - Unlimited PTO (whether you can take it is another matter) - Close to Caltrain and Muni rail

Cons: Cloudflare does not have mission values or company culture that promote harmony among all employees. There is a very siloed and clique culture within the company, and it seems that those who are early employees, hold higher-level positions, or gained favor from the CEO will have preferential treatment compared to others. The tone from the top seems to reflect this: * The CEO berating engineers in the company wiki for everyone to see. * A public tweet from management publicly making fun of a company that tried to do business with Cloudflare. * An offer was extended and rescinded without explanation (search Glassdoor for this review). If you search for past reviews, you will notice a common theme regarding what many people think of the CEO (Hint: Arrogant). People are leaving in droves and are quickly replaced by newcomers, and the cycle continues, including high-ranking employees. If you go to LinkedIn, you can see how many people have left Cloudflare and begin to see the pattern. The company may have a good product, but be aware of the "culture".

Pros: Cloudflare is a small company (100 engineers, another 150 in other roles) which has a big and growing impact on the Internet -- for the good. Rather than locking website operators into a single "stack" from Amazon, Microsoft, Google, or other hosting providers, Cloudflare lets websites choose how to host their site and then get top-quality network edge performance and security between their users and server infrastructure, for a price ranging from free (for millions of sites with less-demanding requirements) to about 10% of what incumbents charge for enterprise customers. The biggest reason to work at Cloudflare is to be a part of making the Internet a better place. In contrast to a lot of other companies, Cloudflare has an extremely permissive terms of service, valuing free speech over everything else. While there are a lot of sites on Cloudflare which people find objectionable (for varying reasons), on balance, having open access at the network layer makes the Internet a better place. There are some big engineering problems to solve -- handling a huge volume of web requests means every other support system is also huge -- so it's a great place to get to work on hard challenges, the latest technology, and with some really smart people. Cloudflare has both a high media profile and a large user base, so if you tell someone you work at Cloudflare, you're likely to get a positive response.

Cons: The biggest problem with Cloudflare is a legacy of its flat organizational structure. For a long time, Cloudflare clung to a "flat" organization. This was great back when the company had 25 or 50 employees, but it broke down at 100-150. Cloudflare now has a top-tier VP Engineering and some solid engineering managers, but is still implementing the kind of structure a company doing as much as Cloudflare does needs to have. For a long time, Cloudflare had a below-market office environment (a cramped, poorly maintained space), but after 18 months of delays, we finally moved into an amazing dedicated building a block away. People visit and compare it favorably to any company in tech. If you want to be in San Francisco, the location is hard to beat -- a block from Giants Stadium and 2 blocks from Caltrain. Cloudflare cash compensation is essentially at-market. Equity compensation is less than market, but the company is also on a solid financial footing and good growth trajectory (because people actually need, value, and pay for the product), so it's hard to directly compare to more "bubble-based" valuations at other companies. Benefits are decent (free snacks, but only one free meal/week). Good health insurance, no other perks.

Pros: The brightest engineers, full stop.

Cons: The CEO is a petty narcissist that freaks out whenever there is an incident and shows zero trust in his team. It’s been a known problem for years. No one does anything about it because they are afraid of him, which is strange because he’s not a particularly charismatic or intimidating person. Leadership openly asks managers to write positive Glassdoor reviews and responds to negative reviews by suggesting employees take it up with their manager. Unfortunately, there is a culture of managers not listening to employees, so nothing changes. The CEO is obsessed with creating an “office culture,” but can’t seem to describe to anyone what that means. Leadership loves to toss around the “seat on the rocket ship” analogy but blatantly ignores the fact that rocket ship level engineering requires rigor, deliberation, transparency, and often, moving slower to make sure the right engineering is being done. The company lurches from one incident to another, never really learning from mistakes, yet is obsessed with growing quickly. A disaster in the making, and the best employees are leaving right and left.