Skip to main content

AI Sources. Humans Close.

Sell a mission-critical platform to the Fortune 500. We hire the AEs who can — and we get out of their way.

Why top performers choose Files.com.

Sell to customers that matter.

You're not chasing small, transactional deals. You'll work with Fortune 500s, global brands, and fast-scaling enterprises where secure file transfer is mission-critical.

Sell bigger deals.

Strategic selling at its hardest — expanding scope, demonstrating ROI across departments, closing contracts that grow over time. The deals here are bigger than the ones you've been closing.

Skills that compound.

Listening, diagnosing, negotiating, closing with discipline — the skills you already have, sharpened against deals that are harder, customers that are bigger, and stakes that are higher than wherever you've sold before.

Sell with leverage and confidence.

No apologizing for 'known issues.' You're backed by engineering that ships in days and support that ensures adoption. When you sell here, you sell with confidence.

A product you're proud to sell.

Files.com is fast, reliable, and intuitive. Customers trust us to power their most critical workflows. You'll never feel like you're pushing a product just to make quota.

A team that elevates you.

Surround yourself with high-output peers who raise your game. Leadership invests in your growth, discipline is rewarded, and consistent overperformance is the norm.

An AI sales floor fit for 2026.

Lead qualification

Every inbound lead is qualified end-to-end by AI before a human sees it. Email enrichment, account fit, signal scoring, intent inference, calendar coordination — agents handle every step that doesn’t require sitting across the table from the customer. The first human touch is the conversation that actually moves the deal.

Account research at zero cost

Before any AE walks into a call, an agent has read the prospect’s last four earnings reports, their 10-K risk-factor section, every public file-transfer reference they’ve ever made, and the LinkedIn movement of the buying committee for the last six months. The brief that takes most teams a half-day to assemble shows up in an AE’s inbox by 7am.

Proposal generation

Pricing scenarios, ROI math, security questionnaires, RFP responses — agents draft the first 80% and the AE finishes. The work that used to be a multi-day swirl of half-empty templates is the back half of a single morning.

Selling multimillion-dollar deals is hard. Only the best AEs can do it — and bots will never replace them. Your job is to win the deal, not to assemble decks or quotes. If you’ve been frustrated by how much non-selling work clogs a typical sales day — this is what we built to fix it. Come here and close.

Wade Callison

Your CRO is Wade Callison.

A Force Management veteran. A messaging expert. Two patents in enterprise secure file sharing.

Wade runs Sales, Marketing, and Customer Success at Files.com. He brought our GTM motion from founder-led to operator-led, and he built the AI Sales Floor you’ll be selling on. He cares about coaching, discipline, and the math of the deal — and he hires AEs who do too.

And it's not just the AI.

You'll work for customers that matter.

4,000+ organizations — every Fortune 500 industry, every regulated vertical, every fast-scaling enterprise where secure file transfer is mission-critical. The product moves petabytes daily through hundreds of millions of API calls. The deals close, the support tickets matter, the engineering decisions ship at scale.

Founder-led, profitable, long-term.

Kevin Bombino still runs the company he founded in 2009. We build for the long term — and the math works, which is how we stay number one in revenue per employee in our category.

We compete with Google, Apple, and Meta for talent.

The bar to get in is high, and it stays high after you're in. We pay above market because the people we hire are above market — and we say no to a lot of strong candidates because raising the bar matters more than filling a seat. Your first week here, the room will feel different.

A Files.com team member chatting with a prospect at the company's industry-event booth.
An AE in the wild — the in-person work that still wins the room.

©2026 Files.com. An equal opportunity employer.