Too Many Territories, Not Enough Opportunity - Outside Sales Representative Toast Inc Employee Review

3.0
Jul 7, 2020
Recommend
CEO approval
Business Outlook

Pros

Good base, flexible schedule, generally fun job, great resources. I would have stayed here if my coworkers were less negative and if I actually had a sales territory with any opportunity. If you get a good inside sales rep, it’s amazing.

Cons

Takes months to get commission, too many sales reps in tiny territories. They actually give new reps a fifth the market size in some situations, compared to senior reps. You’ll be thrown into an area and work it for a few months until you basically have to pressure small business owner’s time buy something they don’t need or can’t afford. It is a great product, but it’s not a fit for everyone. They’ll say that, but then scold you for not selling to the 80% of your territory that could be mom and pops. Half the deals you sell will never “go live” months after you sign it because the support isn’t there after your sale from other teams. Engineers are always short staffed and you can’t even schedule things. I worked here over 6 months and hit quota- but only made about 4K total commission because not enough “went live” in time for me to figure out it’s a trap. They base your territory size off a consensus that was done over 10 years ago, so you’re more safe in a growing market. You can’t sell to places with more than 10 locations, so you better hope you don’t have a lot of chains in your area- you can’t sell to them, but they’re factored into you territory size.

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Toast Inc Response
5y
Thank you for sharing this valuable insight. I am happy to hear that there were parts of your Toast experience that felt rewarding and fulfilling to you. It is very important to provide employees with the resources they need to succeed, both professionally or personally. The concerns you brought up here are things we take very seriously at Toast. Our goal is always to empower our sales teams to successfully partner with the restaurant community, even if our products are ultimately not the best fit. I am sorry that you did not feel this while working with us. Our employees are our most important resource and we do our best to ensure that everyone feels valued and respected as a Toaster. I would welcome the opportunity for further discussion. - Jonathan Vassil, SVP/ GM, SMB

Explore other reviews about Toast Inc

5.0
May 28, 2026
Recommend
CEO approval
Business Outlook

Pros

Flexible hybrid work, great culture working for the company, benefits and pay is pretty good as well

Cons

Can feel hard to move within the company as opportunities don't open up often for specialist to move upwards

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Toast Inc Response
4w
We appreciate you sharing a candid review with us. We’re delighted that the culture and benefits are resonating with you. We'd recommend reaching out to your People Success Partner to discuss your feedback further.
2.0
Jun 26, 2026
Recommend
CEO approval
Business Outlook

Pros

The benefits and health insurance are amazing and the company culture as a whole is very positive. It was a pleasure to work with almost everyone I met in my time there.

Cons

Lower management, especially for care teams, deeply lacks integrity. Retaliatory practices, lack of communication, and failure to adhere to their own policies are very common behavior depending on who your manager is. The inconsistencies across what is expected from leadership are profound and it is disappointing how much this can derail your career trajectory at Toast. It’s also very difficult to help customers at times, as Toast is notorious for launching new products at customers and providing little to no support to agents that are then expected to troubleshoot using sparse or nonexistent resources and absolutely no training. Cross-collaboration with teams that occasionally intersect is also very challenging, particularly Sales/Onboarding and Care. There were many instances where sales and onboarding specialists set customers up with false expectations of the product, which leaves care teams to deal with the aftermath.

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