Upside Business Travel Reviews
Updated Jan 20, 2023
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Found 78 of over 82 reviews
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Top Review Highlights by Sentiment
- Former Employee★★★★★
A great place to work
Sep 13, 2021 - Team Lead in Washington, DCRecommendCEO ApprovalBusiness OutlookPros
Culture Competitive Salary Great Benefits Intelligent and caring People Challenging problems Fun and dynamic atmosphere
Cons
Hit by pandemic Pivots frequently Everyone wears too many hats Lost in-office vibe
- Former Employee★★★★★
Pros
fun, exciting, pay, and fast moving
Cons
it was a start up so difficult during covid
- Current Employee, more than 5 years★★★★★
Best job ever!
Jul 26, 2021 - Anonymous Employee in Washington, DCRecommendCEO ApprovalBusiness OutlookPros
Upside is a special company. I feel lucky to be surrounded by such kind, talented, and hardworking colleagues who motivate and inspire me every day. I feel that my contributions, whether they be technical or cultural, make a difference in the company, and my work is appreciated. Leadership is fantastic, transparent, and seems to really "get it." I have never felt more supported to achieve my career goals. Soon after I joined, I was encouraged to take time off to attend a conference across the country, something that was a bit of a shock to me at first. When life gets in the way of things, Upside is amazingly understanding and is quick to point out our unlimited PTO policy — "take the time you need." I have also witnessed many of my colleagues change careers during their time here, which is a testament to Upside's flexibility. It is a pleasure to work at Upside.
Cons
As others here have said, this is a startup, so things move quickly! There are some occasional late nights, but there is also no shame for taking off when you're not feeling your best.
Continue readingThank you for sharing your experience at Upside and I am delighted that your time has been positive. Upside is a special place due to the amazing people - like you - who crank and vibe together. Thank you for your contributions and keep up the great work!
- Current Employee, more than 5 years★★★★★
Biggest game changer in my career
Apr 22, 2021 - Anonymous Employee in Washington, DCRecommendCEO ApprovalBusiness OutlookPros
I paid for my MBA...and then I came to Upside and got paid to learn more about building a company than I did in 2 years of higher-ed. You want to work at Upside if you enjoy solving tough challenges, want to experiment quickly and try new things.
Cons
If you're a perfectionist run away. Upside is not for you. You need to be bold, willing to fail, and resilient enough to dust yourself off and try again here.
Continue readingUpside Business Travel Response
Co-Founder & CEO
Thank you for sharing your experience on the team. I am delighted to hear that your time at Upside has been a growth opportunity for you and I expect it will continue to be. You are extremely valuable to us and I appreciate that you invest your time, energy, and knowledge to make Upside awesome!
- Former Employee★★★★★
Could not have recommended it enough
Aug 23, 2021 - Anonymous EmployeeRecommendCEO ApprovalBusiness OutlookPros
Upside was an incredible place to work. The people where genuine and supportive across teams
Cons
The systems have had several directions of growth so there was a bit of tech debt to work through
- Former Employee★★★★★
was a wonderful place to work
Aug 31, 2021 - Anonymous EmployeeRecommendCEO ApprovalBusiness OutlookPros
The people. The culture. The people.
Cons
There were no downsides at Upside.
- Current Employee, more than 1 year★★★★★
Delight, Crank, Vibe
Feb 12, 2021 - Account Executive in Washington, DCRecommendCEO ApprovalBusiness OutlookPros
I have been working at Upside for over a year and I can honestly say it's the best place I've ever worked. The company culture and values are at the forefront: Delight (focus on delighting customers with our superior product and service), Crank (work hard and collaborate with team to get stuff done and grow the company), Vibe (the company is extremely employee centric and we vibe with each other that contributes to our success, we have a NO JERK policy). Our CEO is an amazing and inspirational person that gives individual attention to every employee.
Cons
Remote work (I miss the office environment), thanks alot pandemic!
Continue readingUpside Business Travel Response
Co-Founder & CEO
I appreciate the positive feedback. It sounds like you really understand and are living Upside's culture. The pandemic certainly challenged everyone's resiliency and I believe our culture has played a big role in getting us to this point. We are lucky to have you adding to what makes Upside a great team!
- Current Employee, more than 1 year★★★★★
It was a wild right
Aug 26, 2021 - Software Engineer in Washington, DCRecommendCEO ApprovalBusiness OutlookPros
Best people I've ever worked with
Cons
Struggled to find success in the business
- Former Employee, more than 1 year★★★★★
Pros
Exceptional culture and great team.
Cons
Nothing comes to mind. It was all great
- Current Employee★★★★★
Pros
We've been on a rollercoaster along with the rest of the world, so it hasn't been easy - but our executive team has proven time and again that they care about Upsiders as employees as well as people. Upside is the perfect place for those who are looking to work hard, grow and take on new, broader, deeper roles and responsibilities. You are surrounded by achievers who are simultaneously helpful, respectful and kind.
Cons
Nothing out of the ordinary. Friction exists, but typical and at much lower rates than anywhere else I've worked.
Continue readingUpside Business Travel Response
Co-Founder & CEO
It is wonderful to hear about your experience at Upside and you are contributing to such a caring team. We want to support people in achieving their growth objectives and having ambitious teammates definitely helps! If there is anything else I, or any of the leadership team, can do to support you, please let me know.
Upside Business Travel Reviews FAQs
Upside Business Travel has an overall rating of 4.4 out of 5, based on over 82 reviews left anonymously by employees. 87% of employees would recommend working at Upside Business Travel to a friend and 74% have a positive outlook for the business. This rating has decreased by -4% over the last 12 months.
87% of Upside Business Travel employees would recommend working there to a friend based on Glassdoor reviews. Employees also rated Upside Business Travel 4.1 out of 5 for work life balance, 4.5 for culture and values and 4.5 for career opportunities.
According to reviews on Glassdoor, employees commonly mention the pros of working at Upside Business Travel to be career development, senior leadership, benefits and the cons to be workplace .
Work at Upside Business Travel? Share Your Experiences

Upside Business Travel Response
Co-Founder & CEO