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      WingSwept

      Engaged Employer

      WingSwept reviews

      4.4

      85% would recommend to a friend

      (98 total reviews)

      Jay Strickland

      90% approve of CEO

      89% positive business outlook

      Ratings by category

      4.7

      Culture & values

      4.4

      Senior management

      4.3

      Diversity & inclusion

      4.3

      Career opportunities

      4.2

      Work/Life balance

      4.1

      Compensation and benefits

      WingSwept has an employee rating of 4.4 out of 5 stars, based on 98 company reviews on Glassdoor which indicates that most employees have an excellent working experience there. The WingSwept employee rating is in line with the average (within 1 standard deviation) for employers within the Information Technology industry (3.9 stars).

      Ratings by demographic groups

      Reviews by job title

      98 reviews
      5.0
      Jun 6, 2026

      Great people and rewarding work, but values are crucial

      Anonymous employee
      Recommend
      CEO approval
      Business Outlook

      Pros

      The people of WingSwept make it great. The work itself is challenging and fast paced, but if you like to learn and grow professionally it can be very rewarding as well. There are tons of cultural elements to the company and no matter what your interests there are lots of ways to plug in with others.

      Cons

      Occasionally someone who isn't cut out for WingSwept makes it through the rigorous screening process and is hired. Typically those folks aren't interesting in upholding the core values at WingSwept which are Honest, Eager, Accountable, Respectful & Team Player (HEART). Leadership is clear on this with each new hire that those core values aren't optional or aspirational. If you aren't going to be able to live up to those then WingSwept isn't the place for you.

      5.0
      May 27, 2026

      Supportive environment focused on continued success

      Anonymous employee
      Recommend
      CEO approval
      Business Outlook

      Pros

      WingSwept provides a wonderful, supportive environment for team members to do their best work. It is a great community of people who truly care about you. We pursue big goals and have a strong history of growth and success.

      Cons

      Some people will see this as a con - there is little tolerance for those who are not willing to give their best effort. If you like to coast through giving the minimal amount of effort, this is definitely not the place for you.

      5.0
      May 27, 2026

      Positive culture with meaningful work, but shifting priorities

      Anonymous employee
      Recommend
      CEO approval
      Business Outlook

      Pros

      WingSwept has a very positive and team-oriented culture, with a longstanding track record of success. It’s a smaller company, so your work actually matters and you get a lot of visibility into projects and decision-making. The work is meaningful, especially if you enjoy helping small to medium size businesses or public-sector agencies improve how they operate. Leadership is approachable, there’s solid flexibility and work-life balance, and employees are trusted to take ownership of their work. That has been especially true since the organization implemented an employee stock ownership program. It’s also a great place to get hands-on experience with cloud and SaaS technology, across all departments.

      Cons

      Because the company supports three distinct business units, priorities can shift quickly and teams sometimes have to juggle a lot of competing initiatives at the same time.

      Viewing 1 - 3 of 98 Reviews
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      ReviewsWingSwept reviews

      Glassdoor has 100 WingSwept reviews submitted anonymously by WingSwept employees. Read employee reviews and ratings on Glassdoor to decide if WingSwept is right for you.