Does Windward pay their employees well?

According to anonymously submitted Glassdoor reviews, Windward employees rate their compensation and benefits as 3.7 out of 5. Find out more about salaries and benefits at Windward. This rating has been stable over the past 12 months.

How satisfied are employees working at Windward?

65% of Windward employees would recommend working there to a friend based on Glassdoor reviews . Employees also rated Windward 3.6 out of 5 for work life balance, 3.7 for culture and values and 3.3 for career opportunities.

What are the top reviewed jobs at Windward?

Consultant (14) , Senior Consultant (14) , Manager (2) , Operations Manager (2)

What are the pros of working at Windward according to real employee reviews?

"Management is always trying to improve the company and looks to included everyone in that process." ((in 8 reviews)); "Benefits are good, especially the employee referral program." ((in 5 reviews)); "Great leadership." ((in 4 reviews)); "Dedicated management and leadership team" ((in 3 reviews)); "Direct manager was great and easy to work with." ((in 3 reviews))

What are the cons of working at Windward according to real employee reviews?

"Training is available but only if Windward can make more money off of you." ((in 5 reviews)); "Upper management is not truthful with employees, and the employees are treated like contractors (do the work, then hit the road)." ((in 3 reviews)); "Small businesses should have better communication from leadership" ((in 3 reviews))

What are employees saying about Windward layoffs in 2026?

Explore Glassdoor’s employee reviews to understand what current and former employees are saying about Windward layoffs and their outlook for job security at Windward in 2026.

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Windward

Windward reviews

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3.8

65% would recommend to a friend

(71 total reviews)

Sean McDermott

80% approve of CEO

60% positive business outlook

Ratings by category

3.7

Culture & values

3.7

Compensation and benefits

3.6

Diversity & inclusion

3.6

Work/Life balance

3.4

Senior management

3.3

Career opportunities

Windward has an employee rating of 3.8 out of 5 stars, based on 71 company reviews on Glassdoor which indicates that most employees have a good working experience there. The Windward 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

71 reviews

5.0

Nov 28, 2025

Great place to work

Data analyst

Recommend

CEO approval

Business Outlook

Pros

Great.people to work with.great office

Cons

The office is far from station

4.0

Apr 9, 2025

Good and stable

Anonymous

Recommend

CEO approval

Business Outlook

Pros

Good and passionate people. great product with a true impact.

Cons

Management can be challenging at times.

2.0

Feb 18, 2024

Not an enjoyable experience

Sr consultant

Recommend

CEO approval

Business Outlook

Pros

Don’t have any at this moment

Cons

VP of Customer Success tries to go behind back and uses PM as a pawn.

Viewing 1 - 3 of 71 Reviews

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