Product Development • Former Employee
Pros: The best reason I can think of to work at Chewy is that it might be slightly better than being unemployed. If you are a talented and capable individual, unless you feel like taking on a charity project that will test your patience and sanity in unprecedented ways, I would strongly encourage you to pass on any offers from Chewy and instead continue to collect unemployment.
Or even just take an entry-level, tip-based service industry position until you can find something else with quite literally anybody else but Chewy.
Cons: With a few exceptions, Chewy is comprised of some of the least talented and lowest performing technology professionals that I have ever encountered in my entire career. Moreover, some of the lowest EQ's and some of the least self-aware people of anyone that I have ever had the misfortune of interacting with.
This company is like the tech industry equivalent of the Island of Misfit Toys from the Christmas classic, Rudolph the Red-Nosed Reindeer. Except on this island, it is the end of the road for all of the bums that Amazon and Wayfair didn't want. And on this island, the toys are not only unwanted, but they are also morally and intellectually depraved, and in many cases are bordering on sociopathic.
Do not let all of the hype fool you. Chewy's achievements aren't actually that impressive. It is super easy to win in a market where your competition is grandma and grandpa's corner dog food store in rural Pennsylvania, that is still cash-only.
When the day comes that some rich kid in the Bay Area with access to some VC wants to try their hand at sorting out the logistics of shipping cat litter, they should have no trouble putting together a better website with the help of some underpaid undergrad interns from UC-Berkeley.