Pros
Toast is a challenging, fun, & exciting place to work. There seems to be a lot of career growth potential as the company is rapidly growing and generating major interest from well-known restaurants. Decent training. Very diverse office with a fun culture and very intelligent employees. Real ability to make six figures in sales. Very good products with the unique advantage of being one of the few restaurant specific POS systems. Pretty good salary & commissions - lots of ways to make commission. Money spent in marketing to generate inbound leads for the reps and good marketing material. Lots of work from home or field positions available. Friendly & caring management. Unlimited PTO & casual/flexible work environment.
Cons
There is A LOT to learn and it takes a lot of time researching plus trial & error to know all the features, policies & options. Growing at a very fast pace means that some of the sales processes are a bit disorganized and/or it takes involving a ton of people to get questions answered. The health insurance has a HUGE deductible so even though I pay for it, I can't really afford to use it - I think they are looking into other options for 2017. Definitely not a 9-5 but you can achieve a pretty good work/life balance.