WingSwept Reviews

4.4

85% would recommend to a friend

(97 total reviews)

Jay Strickland

90% approve of CEO

89% positive business outlook

WingSwept has an employee rating of 4.4 out of 5 stars, based on 97 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).

Reviews by job title

97 reviews
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
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.

5.0
Apr 27, 2026

Supportive environment with fun and strong camaraderie

Anonymous employee
Recommend
CEO approval
Business outlook

Pros

Supportive Environment, Advancement Opportunities to those who work hard and show initiative, Encouragement during times of stress- the company cares about me as an individual not just as a worker, Friendships are formed and last beyond just work hours, Fun activities to enjoy with others including free lunches, volunteer hours, and being part of an ESOP!

Cons

The company wants the employees to both enjoy their work and have fun so if you do not like to have fun or do not enjoy the fellowship of other people, you wouldn't like it here.

Viewing 1 - 3 of 97 Reviews

Glassdoor has 99 WingSwept reviews submitted anonymously by WingSwept employees. Read employee reviews and ratings on Glassdoor to decide if WingSwept is right for you.