Amazing growth and incredible opportunity
Pros
The product is amazing and the customers love it. The business is well managed and financially sound. The market opportunity is HUGE and the company's vision on how to serve it is well defined. Lastly, the growth rate is accelerating at a dramatic rate both in terms of hiring as well as overall revenue trajectory. The Smartsheet platform can provide material value to any functional area of a business and it is a lot of fun to engage these different groups to help improve their effectiveness. That there are so many different ways we can support a customer is a part of the growth potential that exists here. This experience offers an amazing platform for sales people to build their knowledge, skills, and ultimately their careers as they move through Smartsheet or beyond. The company is clear in how it defines it's core values and the hiring reflects those values. This place is full of bright, creative, and authentic people who are committed to developing themselves and growing the business. Collaboration is core to the product and it is also in the DNA of teams as well. If you are looking to surround yourself with great people that can challenge you, represent a product you can stand behind, and give yourself a platform to grow your career, Smartsheet should be on your short list.
Cons
When a company is growing as quickly as Smartsheet is, it can be difficult to ensure they systems and processes are scaling quickly enough to properly support that growth. This is to be expected in this type of environment but when you run into these issues, it can be painful. The company and the leadership team are quick to try and resolve the issues but it can be frustrating for sales people who have come from more mature selling environments where these problems may already have been addressed and they haven't had to live through them. Unforeseen (or maybe foreseen but not prioritized) challenges are a reality of this type of growth and while I list these as cons, it would be unrealistic to expect there to be none. When considering what Smartsheet is trying to do from a growth perspective, these can be easily overlooked. Lastly, because the product serves so many markets and potential buyers, there is no clear playbook on how to be successful. Most companies usually have an offering that solves a very specific problem, for a specific audience, and offers a specific value prop. For Smartsheet, all of those elements can vary wildly between customer engagements. While that makes the selling environment mentally stimulating, it also makes it harder than in other companies. Smart, curious, creative, and hardworking people will thrive here. People looking for an easy place to land will be miserable and I would encourage them to continue looking elsewhere.