Pros
You will make some friends at Classy as it used to attract great people. The office is nice (while they are still in it). Dogs around the office, cold brew.
Cons
OVERVIEW: Where to start... Classy and its management does not care about its employees at all. It went from being a great environment to one of the most toxic companies under its new leadership. Morale is always low, there is no such thing as job security, and they have conducted 2 mass firings in the past 8 months simply because they have no idea what they are doing, and the answer is always just to fire more people to free up capital. CEO: The CEO is honestly a good guy, but he has no business running a large company. He is over it. He's tired, has lost interest, and is being pushed around by the new CRO simply because he wants an out. You can tell when you see him that he doesn't care anymore, and rather than push forward or step down, he is misleading all the employees forward. PRODUCT: Selling the Classy product is not easy. You are selling into the nonprofit space, which is a "good mission", but nonprofits already have no $$ and you are trying to sell them incredibly expensive software. The only thing Classy has is that its the most aesthetically pleasing, otherwise it lacks features that competitors have, it hasn't been innovated in years, and is priced at the high end of the market. No point in wasting a sales career here. SALES: Quotas are constantly changing and are more and more unattainable. They take months to get a comp plan to you. Hitting/exceeding quotas doesn't even give you job security. MANAGEMENT: The management here is all centered around shady micromanagement with not one ounce of transparency. There are a large group of managers who have no business being a sales manager. All led by the condescending CRO who has no idea what he is doing in this space. He pushed out some great talent and people from the company. The management took this company from being a top workplace to have an 80% turnover rate and incredibly unhappy employees in less than a year. OVERALL: If you come to interview at Classy, it is very easy to get blinded by the great office, amazing view, and what they present as the morale. Don't let them fool you. This is a churn and burn company that will screw you over any chance they get.