Files.com Reviews

2.8

42% would recommend to a friend

(93 total reviews)

Kevin Bombino

39% approve of CEO

48% positive business outlook

Files.com has an employee rating of 2.8 out of 5 stars, based on 93 company reviews on Glassdoor which indicates that most employees have an average working experience there. The Files.com employee rating is 27% below average for employers within the Information Technology industry (3.9 stars).

Reviews by job title

93 reviews
1.0
29 Jun 2026

Culture suffers from poor sales leadership and unrealistic expectations

Anonymous employee
Recommend
CEO approval
Business outlook

Pros

Free lunch, good office views, people outside of leadership are great to work with

Cons

Sales Sales "leadership" has no real sales experience outside of whatever LinkedIn sales influencers they follow. They make the product almost impossible to sell with arbitrary rules and expectations that only get enforced when it's convenient for them. The culture is oddly hostile toward outbound prospecting, yet the team keeps leaning on a shrinking pool of inbound leads. You're told not to build pipeline, but you're also handed less and less to work with. The closest thing to prospecting is their heavy investment in conferences, which they manage inefficiently. The numbers tell the story. I believe the top seller only hit 30% of annual quota. The OTE they market isn't realistic, so if you do take the job (you shouldn't), negotiate for a higher base. And if you land a large opportunity, expect to fight internally to keep it from getting reassigned. When non-managers win, it gets overlooked or leadership takes the credit. When things go wrong, leadership shifts the blame somewhere else every time. Onboarding / Applying There's basically no onboarding or training. What you get instead is 10,000+ pages of AI-generated documentation they expect you to already know. On top of that, new sellers aren't allowed to talk to customers for the first three months, so there isn't much to actually do. They constantly boast internally how difficult they make the hiring process to only select the "best" to work at files.com yet if you make it through this process, they forget about their standards and treat you as if you're mentally challenged If you still really want to work there (you shouldn't), be prepared to negotiate hard on the compensation. They will low-ball you Pricing The product is marked up extremely high. Account managers almost always end up down-selling or discounting at renewal just to keep customers on board. At the same time, there's very little flexibility on discounts for new deals. I watched opportunities that had real room to grow get lost because leadership wouldn't budge on price. Then they'd blame the seller for not doing enough discovery, as if better discovery could fix a number the customer was never going to pay.

2.0
31 May 2026

Strong Platform, Great Benefits, and a Missed Opportunity to Retain Employees

Anonymous employee
Recommend
CEO approval
Business outlook

Pros

One of the biggest advantages of working here is the company’s commitment to maintaining and continuously improving its platform. The engineering team is highly responsive, consistently enhancing functionality, introducing new features, and resolving issues quickly to ensure a smooth experience for both employees and customers. The company also offers comprehensive benefits and decent PTO.

Cons

The biggest challenge I experienced was a lack of effective management and leadership support. Managers often appeared to have little authority to advocate for their teams or influence decisions that directly affected employees. It was common to hear that concerns were understood and even agreed with, but that nothing could be done because decisions had already been made at higher levels. Over time, this created an environment where employees felt unsupported and disconnected from the decision-making process. Leadership communication and organizational priorities often seemed to be driven by the preferences and mood of a single influential individual, whose presence extended across nearly every required communication channel. This made the work environment feel unpredictable and contributed to low morale. Ultimately, I chose to leave because I felt I lacked the guidance, advocacy, and leadership support needed to be successful and continue growing within the organization.

Viewing 1 - 3 of 93 Reviews

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.