Pros
Kaseya's central vision - to consolidate MSP offerings to reduce vendor fatigue and improve interoperability - is potentially a good one, if they were able to execute it professionally. The bar for hiring is very low, so if you are just looking for some experience to put on a resume, it could be a reasonable short-term opportunity. Just don't get the idea this is what work has to be like. The company is very sales-focused, so if that is your field there may be some opportunity there. It is not clear to me if the compensation is competitive in that side of the business (spoiler: compensation is lousy in the technical side, real lousy), but if it is, maybe there you can make some money here, if you can stomach the toxicity.
Cons
It's difficult to know where to begin without sounding like I'm a bitter ex-employee spreading fabrications. Some of the unforced errors Kaseya has made are truly unbelievable. The primary cause, as far as I can tell from where I am sitting, is that the C-suite is inhabited by a bunch of shifty amateurs who are good at one-on-one sales pitches but not much else, and who are in waaaaay over their heads on the financial, logistical, and technical sides of the businesses they have acquired. Furthermore, these same folks display a shockingly toxic blend of hubris, inflexibility, and contempt for subordinates which renders them unable to adapt to even the most obvious circumstances. Company-wide communications are routinely botched, to the extent that it has become somewhat of a meme whenever an email is widely distributed, to guess how soon they will issue a partial retraction. Executives display an open lack of concern for the issues facing mid- and entry-level employees, including a particularly galling incident where one leader responded to questions about the healthcare plan by saying he "didn't have to worry about [employee] benefits because I make too much." The lack of care and professionalism is demonstrated in ways both big and small, ranging from some recent high-profile PR slip-ups on reddit, all the way to little things such as a slide at a late-summer conference that showed a projection ending on 9/31. ("Thirty days has September...") This carelessness extends to the technical and organizational side as well. Integrations are routinely pushed thru on unrealistic schedules, leading to a predictable lack of quality. There is really no concept of the type of infrastructure investment required to maintain some of the in-house systems they have acquired. Changes to move to inferior tools and workflows are routinely forced thru without regard to business impact. Technical roadmaps reflect the day-to-day whims of a small cadre of executives, rather than any sort of rational long-term plan. I have heard rumors of similar disarray and lack of focus from my colleagues in both the HR and finance departments. Even the sales/go-to-market side of things tends to be run in a very seat-of-the-pants fashion, albeit in that case they are at least committed to the investment (as evidenced by frequent global sales meetups that continue even as other travel expenditure is slashed). Regardless of which side of the culture wars you fall on, the regressive posturing of the Kaseya leadership is a serious liability in 2022. While mainstream corporations are falling all over themselves to rainbow-wash in the month of June, Kaseya is hand-wringing about how any mention of Pride is "controversial". The failure to read the room is pretty stunning. It's not even that they aren't committed to diversity and inclusion; rather, they are so obstinately committed to their specific political positions that they are routinely leaving money on the table, where a little mere lip service would build a lot of goodwill. I guess if that's your bag, okay, but... even if you chafe at the "woke" crowd, you may find that Kaseya is a bit stubborn even for your tastes. All of this MIGHT be tolerable, if the compensation was commensurate with the chaos. But it's not, at least not in engineering. Base pay is on the mid-to-low range, and the equity offering was deeply underwhelming. The fact is, I worked for a huge stodgy corporation for sixteen years, beginning in 1998 (back when Pride _was_ controversial!), so if I look at what kinds of conditions I've worked under and whether I could handle Kaseya... yeah, I could probably live with it. But why? Part of being a sell-out is that you are supposed to get PAID for compromising your values... I think we are skipping a step here, folks.
