What follows is a somewhat exhaustive (if pedantic) list of cons:
1) No equity grants to new employees and ever for the sales team (save for the ever elusive "top performer" designation) despite the fact that the CEO retains close to 70% of the stock for himself. Laughably and in most Orwellian fashion the constant mantra from management is "act like an owner" even though none of us are! Way to rub it in our face, gosh!
2) You can tell senior GTM management haven't the faintest idea of how to construct nor operate a sales organization. The total lack of structure and the odd composition of the team (tons of sales reps, few BDRs - i.e. misshaped pyramid, virtually no marketing function) first-come first-serve selection for event attendance, no sales collateral to share with prospects and I mean literally zero, reps given no territory delineation or account assignment - they literally Google for hours in search of prospects which they then have to painstakingly add contacts for to Salesforce as if they work in SalesOps or are data entry personnel whilst internecine conflict ensues between reps fighting over ownership of accounts, etc.. was all blamed on the CRO who was unceremoniously sacked and not replaced only for the next most senior leaders to torpedo his reputation before the whole team in an effort to spin his abrupt departure as a positive event.
3) Insane political bias - men are told to be mindful of their conduct around women (white men were singled out for this) and swearing is prohibited, people have gotten fired based on single accusations without warning, performative talks are given about reaching a goal of 50/50 representation of men and women although they lump non-binary people into the woman column for some reason. Management comes from WeWork background and is paranoid of workplace misconduct so there is no alcohol kept on premises for the team (when individuals celebrate colleagues' achievements and send bottles of liquor as a gift management has commented on the practice disparagingly) - puritan much? No real sales training, not much support in place for reps who are struggling - they just flounder for a bit, get gaslighted, and then get called in like an unsuspecting pork to the slaughterhouse one day
4) Firings and layoffs - Just announced layoffs officially and in our cohort's first two months on the job 8 people from the local office were fired for a variety of spurious reasons all but one of whom were ever given a warning prior to their sacking. Suspicions run wild on the team that management was given a mandate to cull the workforce after overhiring and cost-cutting measures were put in place without layoffs so as to not scare the rank and file who are treated so paternalistically by management as if we're all in 5th grade recess
5) Management's cringe insincerity is palpable and some of the behavior is downright cultish - has everyone around the room talk about their emotional state in one word but the unspoken assumption is that everyone is supposed to butter them up with bubbly positivity - a few brave souls speak their mind while the rest are too worried about their job security. He'll send email chains around on Friday evenings where everyone is obligated to respond to the thread with good news to share or in its absence, cheerleading for those who do have good news to share as if he's trying to compel positive morale (you'll get no equity and you'll love it!!) LOL. The other half of management is smug, ascended to their position by virtue of working for the company since its nascent stage, and really provides no value - basically NPC to use a gaming analogy.
6) Most astonishing indeed is that despite being a payments company (literally moves money around as its primary mission) can't figure out how to ACH/direct deposit employee expense reimbursements but would instead wire transfer the funds resulting in employees having to pay up to $15 to process their own expenses
7) 401k- gets a 3% match which is decent, health insurance options are average or a little below average for the tech industry
8) Offices are advertised as dog friendly but read the fine print and effectively only dogs that fit in a purse meet the strict criteria for admission
9) The product is as yet far less mature in terms of its product offerings / functionality relative to the very incumbents we're trying to displace. The result is that most truly large enterprise prospects are off the table and efforts have to be channeled towards either janky but large companies or alternatively accounts are sold by taking advantage of those who are quote "payment illiterate". This makes it hard to sell and even harder to unreservedly feel that you're doing the right thing by the customer
