Pay - leadership from the c-suite to sales have the mindset “it sells itself” which explains the below market-value salary for the expectations
Enjoy the ramp/MBO bonus while it lasts because the majority of the sales org was far below quota. Enterprise, mid-market and commercial included. It wasn’t uncommon for those who do close deals to have their commissions retroactively restructured to benefit the company and keep reps around for long lock up periods…golden handcuffs.
Complicated pricing that frustrates customers
Some pockets of great ICs turned leaders but mostly a boys club of sycophants who were self serving and dishonest.
Constantly changing goals and arbitrary KPIs that did little to increase billings but packed calendars with ineffective internal meetings to justify the bloated middle management structure.
Mandatory 3-day RTO. There are not enough desks to support the current sales org so good luck fighting for desks or phone booths. Otherwise you can take calls from the cafe where they serve free lunch!