đź“Ť Location: Downtown Austin, TX (In-Office)
đź’Ľ Type: Full-time, Executive Leadership
đź’° Compensation: World-class executive pay + equity + premium benefits
At Files.com, our mission is to accelerate the world’s success by building and distributing technology that makes data integration and movement effortless. We build mission-critical infrastructure that powers complex, high-stakes digital supply chains for thousands of organizations.
We’re creating a completely new role at Files.com: Head of AI Initiatives.
This isn’t a research job. It isn’t an internal “AI strategy” role. And it definitely isn’t an innovation lab that ships demos.
This is a builder–operator seat for someone who wants to embed AI into the operating system of a serious SaaS business — across sales, marketing, support, engineering, and operations — and ship real, margin-positive AI systems that people use every day.
We’re building real, operational AI infrastructure that’s live today — powering both customer-facing features and internal workflows.
MCP Integration (Live Now)
We released our initial MCP (Model Context Protocol) integration last year. Customers can execute agentic tasks — automated sequences of actions — through their preferred AI stack.
In-App Agentic AI Experience (Coming Soon)
We’re building an in-app version of the above, where customers can trigger agentic workflows directly inside Files.com. In this version, we’ll manage the AI infrastructure behind the scenes, dramatically reducing time-to-value.
AI-Powered ETL Infrastructure (In Development)
We’re expanding customer-facing AI into AI-powered Extract/Transform/Load inside the Files.com UI: summarizing files, extracting data, transforming documents, and enabling enterprise customers to run highly customized workflows using their own data within Files.com.
We’re aggressively deploying AI inside our business to learn what works firsthand — and to build credibility, training data, and internal reference architectures that fuel the external roadmap.
Already launched:
Transcription + Contextual Wrapping
Every Zoom and phone call across key teams is transcribed automatically — but unlike commodity transcription, we feed Files.com-specific context (product names, acronyms, terminology) to materially improve recognition accuracy. We own the ingestion pipeline end-to-end: upload, batching, retries, metadata tagging, and permissioning.
Transcription Refinement Engine
A second tool strips fluff (greetings, “ums,” connection issues) and shrinks transcripts ~80% with no meaningful loss — lowering AI costs and improving downstream accuracy.
Sales Brief Generator
A tool that digests every prospect conversation and generates a complete internal deal brief for weekly pipeline review — cutting AE prep time by 50%+ and helping scale sales without scaling headcount.
Coaching & Gap Analysis Engine
Custom evaluation prompts/models flag missed follow-ups, incomplete answers, tone issues, and process adherence gaps across onboarding, support, and sales transcripts. Managers jump directly to high-signal coaching moments. And unlike Gong-style black boxes, we control the prompts and inject our training philosophy into the system.
Next in Development: AI-Powered Upsell Detection
We’re building what may become our highest-impact internal AI tool: identify every expansion opportunity across customer communications (calls + email). The hard part isn’t “use GPT-4.” It’s building the specialized ETL pipeline to normalize, structure, and index messy comms data from Gmail, Zoom, CRM, and archives — then layering AI on top. This also becomes a reference architecture we can productize as part of an ELT + AI bundle.