Files.com reviews

2.9

43% would recommend to a friend

(18 total reviews)

Kevin Bombino

41% approve of CEO

49% positive business outlook

Reviews by job title

18 reviews

Reviews about "Compensation"

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1.0
Apr 8, 2026

Toxic culture and public criticism create instability

Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

Work from home. Pay is decent.

Cons

Pretty much everything else. Seriously - read the reviews. They’re not exaggerated. If you’re a self-starter who learns by doing (and yes, making mistakes along the way), this is not an environment where you’ll succeed. Mistakes aren’t treated as part of growth - they’re met with public criticism. The CEO fosters a culture rooted in fear and ridicule under the guise of “coaching.” If you make a mistake, expect to be called out - and publicly. There’s little to no structured training, expectations are vague, and the overall environment feels disorganized and high-pressure in the worst way. Teams operate in a constant state of anxiety, second-guessing even basic questions. Communication is also tightly controlled. DMing colleagues is not allowed; All conversations happen in public channels where responses are highly scrutinized. Teams are often warned to be extremely careful about what they say, as even simple questions can lead to public criticism by the CEO if they’re perceived the wrong way. If you’re considering working here, take the negative reviews seriously - they reflect a consistent experience, not isolated incidents. The culture is deeply toxic and unsupportive. I’ve never felt more unstable in a job.

5.0
Apr 6, 2026
Recommend
CEO approval
Business Outlook

Pros

I’ve worked at a few different sales orgs and Files.com stands out for a few reasons that manifest in my day to day. First, is the product. It’s real. IT solves a problem. Customers rely on it as it is the plumbing for data/files movement in their organization. I don’t spend my time trying to sell something that feels forced or is a “nice to have.” Completely believing in the value proposition and outcomes you’re selling is a breath of fresh air for any sales professional. Second, the team/people/culture is sharp and low ego. People are good at what they do. If you can follow a scalable, prove and repeatable process then this is a spot where you can shine. Low effort Prima Dona type BS won’t get you far here. Leadership is very pragmatic here. You’ll see that on some of the reviews because there is a strong focus on execution, accountability, and results. Trust is inherently given to do your job and supported when you need it. Effort is rewarded and performance is recognized. If you want to take on more, there’s room to do it and you will see tangible results by moving the needle org wide. If you’re someone who values a real product that solves real problems, a team that moves fast, and a no-nonsense culture then this will be a fit.

Cons

Being held to a high standard and being expected to apply yourself every day is expected here. With that being said it can be a bit stressful to perform all the time, especially on rough days.

1.0
Jul 30, 2025

Management pays employees for 5-star reviews - horrible place to work

Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

Decent product, cobbled together from multiple acquisitions. Remote work Decent pay for some roles

Cons

**Toxic culture, authoritarian leadership — avoid at all costs** Working at Files.com was one of the most demoralizing professional experiences I’ve ever had. The company is run by a CEO with an obsessive need for control and zero understanding of effective leadership or people management. Every Slack message is monitored, all emails are read, every call is recorded — even the most minor slip-up can trigger public humiliation on company-wide calls. The CEO is a copy of Anthony Fremont from It's a Good Life (The Twilight Zone). He never held a real job, knows nothing of how to manage people, and is absolutely in everything that happens. There is no room for honest feedback, collaboration, or cross-functional teamwork. You're discouraged — even punished — for contacting colleagues in other departments directly. The CEO reacts with extreme hostility to any perceived mistake. Teams are regularly fired in full for a single employee’s error. Examples include: - The entire Sales Engineering team was terminated over one technical response. - The entire SDR team let go because one person over-emailed a prospect. - Customer Success was wiped out because one employee wrote a lengthy message. Policies are dictated through a massive internal handbook written by chatGPT — he added over 90 pages long in a matter of days, filled with vague, contradictory, and often bizarre directives. One section even encourages employees to report (“Name Names”) on colleagues who simply express dissatisfaction or raise concerns. The executive team exists not to lead, but to enforce the CEO’s views without question. There’s no ownership, no accountability, and no room for professional judgment. Management’s main function is to report perceived employee failings directly to the CEO for retaliation. Employee turnover exceeds 50% annually. Unsurprisingly, the company failed to secure its last funding round. Morale is non-existent. Fear and silence are the default state. Sales are tanking with the weakest sales leadership and methods I have ever experienced. If you're considering a job here, ask yourself: - Are you okay with being under constant surveillance? - Can you work in an environment where mistakes — even perceived ones result in public shaming or mass firings? - Do you want to work somewhere where speaking to another department could cost you your job? Bottom line: This is a hostile, unstable, and psychologically unsafe workplace. Proceed with extreme caution.

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Glassdoor has 94 Files.com reviews submitted anonymously by Files.com employees. Read employee reviews and ratings on Glassdoor to decide if Files.com is right for you.