Upside Overview

  • Washington, DC
  • 201 to 500 Employees
  • 2016
  • Company - Private
  • Internet & Web Services
  • Unknown / Non-Applicable


Upside is a retail technology company helping the people and businesses in our communities thrive. At Upside, we are proud of the communities we grew up in -- filled with shops owned by our neighbors, and where people can gather. The rise of e-commerce showed us how ...
Mission: Our mission is to enrich communities by connecting businesses to people, enabling all to thrive.

What people are saying about Upside

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Senior Consultant

Is it worth leaving an established tech company to join a tech start-up for the same compensation ? For context: The start-up is a YC backed company with a lot of potential upside. At my current role I feel like I am doing the same thing over and over and ready for a change. The role at the start-up builds off of my current role but adds a lot more to it. I have 2.5 YOE in total.



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Upside Reviews

Recommend to a Friend
Approve of CEO
Alex Kinnier
Alex Kinnier
62 Ratings
Former Employee
Positive Outlook
Approves of CEO


I feel there is a lot of transparency from the leadership team down to all levels of IC. In my time there I felt that the decision made to push Upside forward have been good and even ahead of the


Interview process is a bit long for some teams. Sometimes a final interview includes meeting with 6 or 7 people over multiple days which is excessive for an IC position.

Advice to Management

Make final interviews shorter/more compact, empower hiring managers to trust their gut on if a candidate is going to be a good fit for the position instead of seeking strong approval from multiple
See All 79 Reviews

Diversity & Inclusion at Upside

(47 Reviews)

Diversity & Inclusion FAQs

All answers shown come directly from Upside Reviews and are not edited or altered.

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Upside Photos

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Upside Interviews

Getting an Interview
Applied online60%
Employee Referral8%

  1. People Team Member Interview

    Anonymous Employee in United States
    No Offer
    Neutral Experience
    Average Interview


    I interviewed with Upside and then never heard from them again. It takes less than a minute to send a short rejection email, something like this: "Thank for you taking the time to interview with us. We have decided to move forward with other candidates. We wish you the best in your job search." I invite Upside to use the paragraph above. Sending an update like this is the bare minimum of polite behavior, and failure to do so leaves a negative impression of your organization.

    They asked about my previous job experience.

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See All 35 interviews

Company Updates

January 13, 2023
We are proud to share that Upside has been named a Best Place to Work by Built In in six different categories—including Best Places to Work in Washington DC, Austin, and Chicago!
Shared image - 100 Best Places to Work in 2023 | Built In
100 Best Places to Work in 2023 | Built In
November 7, 2022
Upside has been named Best DC Tech Startup in the 2022 Timmy Awards! Thank you to Tech in Motion for this recognition, and a special shout out to everyone who voted. Visit to view the full list of finalists and learn more!
Shared image - 2022 Timmy Award Finalists | Tech in Motion
2022 Timmy Award Finalists | Tech in Motion

Upside Awards & Accolades

  • Deloitte Technology Fast 500Deloitte2022
  • Inc. 5000 Fastest Growing Company (#308)Inc.2022

Popular Careers with Upside Job Seekers


Upside FAQ

(29 Questions)

All answers shown come directly from Upside Reviews and are not edited or altered.

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What are perks and other benefits like at Upside?

...Employee benefits are decent and progressing, WFH flexibility and PTO...

September 27, 2021

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People Also Ask about Upside

Employees rate Upside 4.8 out of 5 stars based on 79 anonymous reviews on Glassdoor.

To get a job at Upside, browse currently open positions and apply for a job near you. Once you get a positive response, make sure to find out about the interview process at Upside and prepare for tough questions.

Overall, 100% of employees would recommend working at Upside to a friend. This is based on 77 anonymously submitted reviews on Glassdoor.

23% of job seekers rate their interview experience at Upside as positive. Candidates give an average difficulty score of 2.8 out of 5 (where 5 is the highest level of difficulty) for their job interview at Upside.

94% of employees think that Upside has a positive business outlook. This is based on anonymous employee reviews submitted on Glassdoor.

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