Pros
In your interview ask "how many reps hit quota across the company?" It's not what you think and may be a sign that you need to ask more questions. Out of 50 people that I interacted with semi-regularly, there were 10 people that were standouts in different positions. All of them have left except for 1. I would bet he/she is out of there in 12 months if they still haven't promoted her/him. The pro is that I got to work with these people before they left the company for better opportunities and the other pro is that I'm working for a much better company now! When you are interviewing, reach out to a few reps on LinkedIn. Ask if they can share their perspective on the company and the role. It would be worth your while to ask them the questions that actually matter.
Cons
Cons Health Insurance - You are basically forced into the High Deductible Plan, which kept getting more expensive and covering less. Pay - Base is Average. You have to ask for raise every year. If they offer you a raise and you should negotiate. Windfall Clause: This gets enforced so there is a clear cap on how much you can make per deal. Hint - it's not great. The stock plan - If you're an employee. Why do you want the stock of a company riddled with debt going into an inflationary cycle, that underperforms the S&P? Do some basic financial analysis (i.e. how much debt is on their balance sheet? What happens is inflation goes up and the stock continues to underperform YOY?) 401k - company match percentage is weak and below industry average. Quotas: Management can adjust your quota if you find a big deal. They will do this to benefit their pay and pay you less, which is either great if you're the management team or unethical depending on which position you're in. "How many reps hit quota last year and the year prior on this team?" Quotas - You might want to ask if the Hiring Manager or their Leadership has ever adjusted a rep's quota to pay the rep less money on the deal when they had a large deal coming in. If this Manager has not, have other managers? Does that seem right to them? Why would they have done this? Coworkers: The best people leave for better opportunities. Happens every 2-3 years. Just ask about turnover on their team over the last 3 years, 2 years and 1 year. If you ever provide ideas for improvement they will "consider them" and then middle to upper managers will gossip that you are disloyal. I saw this happen first hand multiple times with people in various roles.