Pros
Uncapped monthly commission, quarterly sales spiffs and contest, great salary, industry leader, sales tools and technology to help you succeed, aggressive sales environment, MacBook pro, iPhone, career progression, training courses, local outside managers, salesforce, Account Management team handles the merchants once they are closed so you can continue selling, Groupon knows their salesforce is their life blood, Investments made into the sales team, unlimited paid time off (keep in mind, time is money for sales), culturally and socially diverse work environment, tech company atmosphere and attitude, young workforce, things always change and nothing stays the same.
Cons
No team work or unity between inside and outside sales team. Lack of trust between inside and outside teams. Top accounts should be given to the Outside Reps since we have relationships and frequent the merchants business. Tendency to over complicate the sales process. The next part is not really a con but more of a warning to job seekers. This job is not for you if you're not willing to work hard and be aggressive to make sales. You must be mature to handle the workload and expectations to be in this outside sales role.