Sales management can be negative, immature and unprofessional. They seem to not care about you at all, you are only a number to them. They will constantly find ways to "push back" or find something "wrong" and you are to NEVER challenge them back. Management doesn't seem to understand the depths of sales reporting, they will look at a Looker report and criticize you without fully understanding it themselves. Your territory will define your success, a common recipe of successful reps is that they were one of the first reps in their territory or at Toast. The TAM is basically a guess derived from a Yelp search and does not take into consideration MUOs, ROE, Live Customers or Mid Market leads. Beware of their unlimited PTO, its prohibited to take any days off the last week of any month and they will make you feel guilty for requests. There are plenty of unrealistic expectations, for example: management believes that cold prospecting will result in a 30-day close. The work/life balance of this job is difficult to mange, you will be expected each week to heavily prospect (with no prospecting tools), demo, close, attend 3-4 hours of internal meetings, be in the field, attend in-person meetings, perform hours of admin, follow up and Salesforce work, AND help customers navigate their support and implementation issues. You can easily work a 12 hour day.