Upwind Reviews

4.3

80% would recommend to a friend

(67 total reviews)

73% positive business outlook

Upwind has an employee rating of 4.3 out of 5 stars, based on 67 company reviews on Glassdoor which indicates that most employees have an excellent working experience there. The Upwind 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

67 reviews
2.0
5 Mar 2026
Recommend
CEO approval
Business outlook

Pros

There a glimmers of talent, and the odd project which is really interesting to start with. Some of the people are quiet nice, specifically some of the engineers

Cons

The company is rotten at the top. Senior management encourage a culture of ship ship ship, and everything is rushed out the door, unready, full of issues, and with no long term planning. There is no long term strategic planning, the entire product/engineering set up is short-term-ism to the extreme. Your work here will primarily be "lets get it out to customers as quick as possible". Most features are not planned beyond a mock up and a few calls. Fundamentally the product does not work, so much of it is work around and quick hacks. It is genuinely terrifying how a security company can be ran so badly behind the scenes. Executive overreach: Why executives need to be involved in implementation details is beyond me, but expect many stake-holder meetings, which amounts to several people on a call shouting over each other, as they try to work out how a feature should work. No processes: everything is very ad-hoc, great for moving fast, not so great for managing a "billion dollar company", the release process is a slack channel where 100s of messages are posted each day (and you have to make sure no-one is trying to ship code at the same time as you) Nothing is tested. There is zero value in testing giving to anything, some teams may try, but due to the release process, most things go straight into production, so cross your fingers. A lot of support pressure on developers; due to the fragile nature of everything, a lot of your time is spent dealing with customer issues. There's never been any real push to analyse these, and start to tackle pain points. A non insignificant percentage of support also will raise issues with developers rather than attempting to solve the issues themselves, so once you do ship a feature (under pressure) expect to be tagged in hundreds of threads.

1.0
16 May 2026
Recommend
CEO approval
Business outlook

Pros

A few decent people. Salaries are acceptable.

Cons

Note: Positive reviews appear to have increased significantly since the direct pressure started for them from the CEO. Some of the most dishonest and unethical practices I’ve seen in the cybersecurity industry. This includes employees being regularly lied to and misled by management, demos being faked to close deals with prospects, major gaps in coverage being swept under the rug and hidden from customers. The decision making of the executive team has grown more confusing and erratic as time has gone on. The mood in the office has deteriorated badly, and efforts to improve it have been lacklustre. Engineers have been fired at the whim of the executive team, with numerous cases of employees being completely blindsided with no warning before being let go. The complete lack of feedback loops is a major contribution to this, but suggestions for improvement in this area have been ignored. Internal demos consistently devolve into senior management arguing about what the requirements should be, despite projects having been designed and worked on by engineers to the original description. When the demo then doesn’t match the newly invented requirements this is taken out on the engineers. The expectations from the top are to ship features as fast as possible, but also for these features to be “industry leading”, and that everything should work “flawlessly.” This has inevitably led to an insurmountable level of tech debt, an incredibly fragile product, and an excessive among of defects. There is little to no interest in resolving this, and a complete lack of understanding of how this slows down the development process of new features and will continue to compound. Customer experience and security are not a top priority despite the lip service they are paid. Whether the products can actually provide customers real value is less of a concern than appearing like they can. The leadership is completely unprepared for the scaling problems they’re starting to face as they try to grow beyond a small scale startup. The lack of people management experience and organisational strategy is shocking.

2.0
27 Jan 2026
Recommend
CEO approval
Business outlook

Pros

Fast-paced environment, Great people to work with.

Cons

"Work-life balance" doesn't exist, but that’s actually the most relaxing part of the job. The real "perk" is a CEO who manages via acoustic trauma (he is actually well known in the market for this trait). the leadership style is a chaotic mix of toxicity and a revolving door of priorities that change faster than the weather. The C-suite primary KPI is successfully dodging the CEO's latest meltdown, leading to a "Hunger Games" environment where executives are fighting over claim of credit for anything that might buy them five minutes of safety rather than actually do something to bring actual value. As for the company culture: it exists, but only if you define "culture" as a collective trauma bond. Any mention of "values" in a meeting is usually treated like a stand-up comedy routine, where everyone laughs because the alternative is crying. Dont beleive all the "hype" you see on LinkedIn, it is about 99% hot air and 1% shouting.

Viewing 1 - 3 of 67 Reviews

Glassdoor has 67 Upwind reviews submitted anonymously by Upwind employees. Read employee reviews and ratings on Glassdoor to decide if Upwind is right for you.