📍 Location: Downtown Austin, TX
💼 Type: Full-time, Executive Leadership
💰 Compensation: World-class executive pay + equity + premium benefits

We’ve built a $35M+ business with just 70 people by hiring smart, disciplined, high-output teammates who act fast and own outcomes. Now, we’re looking for a VP of Recruiting to take that engine to the next level.

At Files.com, recruiting isn’t a back-office function. It’s one of the most important levers of growth — a strategic driver that directly determines whether we succeed. While other companies treat recruiting as a support process, we treat it as a permanent competitive advantage.

About The Role

This is a highly visible executive seat. As VP of Recruiting, you’ll work directly with our CEO and COO to shape the growth of every team in the company. Your mandate isn’t to simply “fill seats.” It’s to raise the caliber of talent across the entire business — building a machine that consistently delivers world-class hires who raise the bar, strengthen the culture, and give Files.com an unfair advantage against competitors who are larger, richer, and slower.

This is a hands-on executive role. You’ll be both strategist and builder: setting long-term vision while also delivering immediate impact. That means:

• Owning the recruiting funnel end-to-end: sourcing, attraction, evaluation, negotiation, and signed offers.
• Building a high-volume, repeatable, AI-driven recruiting engine that scales speed and selectivity together.
• Raising the bar by embedding rigor in every interview and test, ensuring every hire makes the company stronger.
• Partnering with hiring managers, analyzing outcomes, and continuously refining the funnel to deliver compounding improvements.

What differentiates this role from traditional recruiting leadership is its core KPI: the caliber of talent hired, not the headcount filled. Scaling matters only if quality rises in parallel. Your success will be measured in undeniable, lasting improvements in team capability.

The philosophy of recruiting at Files.com is unapologetically demanding. We expect to run a funnel like elite college admissions or championship athletics: thousands of applicants enter, only a handful make it through, and every hire is a clear win. This isn’t about “keeping up with quotas.” It’s about building the kind of team that makes losing impossible.

Building The Recruiting Function of 2025

And we’re not looking for someone to run an old-school department. Files.com is building the recruiting function of 2025:

• AI at the Core: The early stages of sourcing and screening are automated with LLMs, embeddings, and custom-built integrations. Boolean searches and manual filtering are relics of the past.
• ATS Expertise: Our recruiting stack is anchored in Greenhouse, where we’ve already invested thousands of hours in automation. You’ll maximize it and push it further with AI integrations.
• Automation-First Mindset: Recruiting must scale without scaling headcount. Here, automation isn’t an add-on — it’s the foundation.
• Employer Branding as Execution: You won’t just say “branding matters.” You’ll personally script compelling job posts, design messaging that resonates, and lead the creation of media that convinces candidates to join — often literally, since this role requires selling in-office work.

Cultural Expectations

Culturally, we expect the VP of Recruiting to embody the same high standards demanded of our candidates:

• Hands-On Execution: This is not a PowerPoint role. You’ll design automations, experiment with sourcing bots, write compelling copy, and deliver early wins yourself.
• Durable Systems: Recruiting processes here are built to last. No hacks, no duct tape.
• Hard-Nosed Against Fraud: From “over-employed” candidates working multiple jobs to remote hiring scams, you’ll protect the integrity of our hiring funnel without compromise.
• Office-First Conviction: This role is based in our Austin, TX office. While some roles at Files.com are remote, our most critical seats are in-office. You must not only believe in this philosophy but also sell it authentically to candidates — with credibility that comes from living it yourself.
• Obsessed With Documentation: Files.com is a writing-first company. We don’t believe a system exists until it is thoroughly documented. You’ll ensure every workflow, rubric, and playbook is captured in writing so it can be scaled, audited, and improved.

The impact of this role is impossible to overstate. The VP of Recruiting won’t just fill jobs. They’ll build the dream team that powers Files.com into its next decade of growth. Every department, every manager, and every employee will feel the difference. If you succeed, Files.com will succeed — with a recruiting engine that consistently delivers the highest-caliber hires, enhances our reputation with every candidate interaction, and gives us an enduring edge over competitors.

For the right leader, this is a career-defining opportunity: executive authority, hands-on scope, and the chance to design a recruiting machine that competitors will still be trying to copy years from now.

Why This Role is Different

• Recruiting That Decides the Future of the Company: At most companies, recruiting takes orders from hiring managers. At Files.com, recruiting sets the pace of growth. The hires you deliver will shape the trajectory of every team, and your funnel will directly determine whether we beat much larger competitors.
• The Chance to Build the Recruiting Engine Everyone Else Will Copy: Elsewhere, recruiting leaders spend their days fighting legacy systems and manual processes. Here, you’ll build the recruiting engine of 2025: AI-first, automated, and ruthlessly efficient. Our Greenhouse ATS is already deeply integrated with AI — you’ll push it further, designing the model other companies will still be trying to imitate five years from now.
• Extreme Selectivity, Not Quotas: In other companies, success is measured by headcount filled. Here, success means raising the bar. You’ll run a funnel where thousands apply, hundreds advance, and only the best survive rigorous evaluation. Every hire you close will sharpen the team and give Files.com an unfair advantage. Instead of shuffling “good enough” candidates through the door, you’ll curate a dream team you’ll be proud to say you built.
• An Executive Seat That’s Rare in Recruiting: At most companies, recruiting leaders sit far from the table where decisions are made. Here, this is one of a handful of VP roles in a profitable, founder-led SaaS company. You’ll work directly with the CEO and COO, shaping the growth of every team and owning a company-defining function with true authority.

What You’ll Actually Do

• Own the full recruiting funnel — sourcing, attraction, screening, evaluation, negotiation, and signed offers — ensuring every stage operates at a world-class level.
• Build and scale an AI-first recruiting engine that sources thousands of candidates monthly, automates early screening, and reliably produces a pipeline of top-tier talent.
• Raise the caliber of every hire by setting an uncompromising bar, developing statistically rigorous interview and testing processes, and rejecting mediocrity.
• Engineer durable recruiting systems in Greenhouse (and beyond) that eliminate inefficiency, multiply recruiter output, and scale with growth. This means APIs, AI/LLM integrations, and real automation design.
• Partner deeply with hiring managers to co-create interview frameworks, question banks, and evaluation methods that surface true signal and consistently identify top performers.
• Drive employer branding execution — from writing compelling job copy to shaping careers site content and guiding media that motivates top candidates to join our in-office culture.
• Continuously innovate with a “Moneyball” mindset — finding overlooked signals of high performance that competitors miss, and turning them into reliable selection advantages.
• Protect the integrity of hiring by aggressively filtering out fraudulent, low-commitment, or “over-employed” candidates.
• Document every system and process rigorously. At Files.com, nothing “exists” until it is deeply documented. You’ll ensure every workflow, rubric, and playbook is captured in writing so the recruiting engine can be scaled, audited, and improved.

What Success Looks Like

• The caliber of talent at Files.com measurably rises under your leadership.
• Recruiting runs as a high-volume, AI-driven machine — selective, scalable, and disciplined.
• Hiring managers trust recruiting as a partner that surfaces true signal and delivers the best.
• Employer branding consistently attracts top candidates excited to join our Austin office.
• Every process is documented, durable, and built to last.
• Files.com earns an enduring unfair advantage in the talent market because of the recruiting engine you built.

Perks & Benefits

🩺 100% Paid Health, Dental & Vision (75% for family)
💸 401(k) with 4% Company Match
📈 Equity Grants for Every Employee
🍼 Paid Parental Leave
🌴 20 PTO Days + 11 Holidays + Full Company Winter Break
💰 Signing Bonus + Modern Apple Laptop + Anniversary Gifts
✈️ Team Travel to NYC, Austin, Nashville, San Diego, and more

Bottom Line: This isn’t about filling seats. It’s about building a recruiting engine that creates a dream team and gives Files.com a lasting edge against larger competitors. If you want a VP role where recruiting is treated as the most important lever of growth — and you’re ready to design the system others will still be copying years from now — this is the job.

📍 Location: Downtown Austin, TX or Old Town Scottsdale, AZ (In-Office)
💼 Type: Full-time
💰 Compensation: $80,000 - $150,000 (subject to qualifications and experience) + equity + premium benefits

Let’s be honest: at most companies, “recruiting” means shuffling resumes, scheduling calls, and pushing candidates through a funnel. Not here.

At Files.com, recruiting is the single most important responsibility in the business. Our Recruiters don’t just manage process—they shape the future of the company. They are trusted advisors, decision-shapers, and closers. Every search is run with rigor and precision. Every candidate journey is managed with care and respect. Every hire moves the company forward in a meaningful way.

We don’t measure success by how many interviews you schedule or how many offers you extend. We measure success by the quality of the people who join, the impact they make, and the fact that they’re still thriving a year later. Our Recruiters are the guardians of that standard. They filter rigorously, they push every stage of the process to cut deeper, and they refine constantly so that every hire strengthens Files.com for the long term.

If you want to practice recruiting as a craft—not coordination—this is the role.

Who We Are

We’re Files.com, a profitable, founder-led SaaS company powering secure file transfer and automation for 4,000+ brands you know: Marc Jacobs, GrubHub, Michelin, Hot Topic, Stamps.com, Planet Fitness, KFC, and more.

We’ve built a $35M+ business with just 70 people by hiring smart, disciplined, high-output teammates who act fast and own outcomes. Backed by $46.5M from Riverwood Capital, we’re scaling intentionally—and this role is central to that growth.

Our Austin and Scottsdale offices are hubs for collaboration and culture. In Scottsdale, you’ll work from a gorgeous, spacious office in the heart of Old Town with huge windows ☀️, craft coffee ☕️, free drinks, and free catered breakfast every day 🍳🥓—plus unbeatable access to the best lunch and happy hour spots in the city.

In Austin, our downtown location keeps you right in the action, close to the city’s best restaurants, music, and energy. Our space offers a beautiful 26th floor roof deck ☀️, craft coffee ☕️, free drinks, and free catered lunch every day.

Twice a year, we bring the whole company together for energizing off-sites in cities like Nashville, Miami, and New York.

What You’ll Actually Do

In this role, you will:

• Source, screen, and engage candidates across technical and non-technical roles.
• Quarterback the entire recruiting process, serving as the central point of coordination and a friendly, professional face of Files.com.
• Run high-impact interviews using structured rubrics that surface real strengths and risks.
• Manage candidate journeys from first contact to final decision, keeping communication sharp, transparent, and human.
• Diagnose fit and guide decisions by writing crisp, evidence-based interview summaries and advocating for exceptional candidates.
• Negotiate and close offers with professionalism, persuasion, and confidence.
• Keep the process moving: maintain accurate records in Greenhouse (our ATS), prevent bottlenecks, and ensure momentum never stalls.
• Champion diversity and inclusion by flagging bias, pushing for evidence-based evaluation, and ensuring diverse pipelines at every stage.

What Success Looks Like

• Every hire you close is thriving a year later.
• Hiring managers rely on your insight to calibrate and decide with confidence.
• Candidates walk away—whether hired or not—feeling respected, informed, and impressed by Files.com.
• Recruiting pipelines are consistently healthy, balanced, and aligned with business priorities.
• Searches move fast without ever compromising on selectivity or quality.

Who Thrives in This Role

✅ You see recruiting as a craft, not just coordination
✅ You communicate with clarity, empathy, and conviction
✅ You thrive on selectivity and won’t lower the bar for convenience
✅ You can balance speed with rigor and persuasion with process
✅ You want to build a long-term career in talent acquisition and leadership

Where This Role Can Take You (Growth Path)

Recruiters at Files.com grow quickly. Perform here and we’ll invest in you—fast. Real paths can include:
Recruiter → Senior Recruiter – lead critical searches across the business
Recruiter → Recruiting Manager – coach and scale a team of Sourcers and Recruiters
Recruiter → People Ops Leadership – shape the systems and culture behind our growth

Perks & Benefits

🩺 100% Paid Health, Dental & Vision (75% for family)
💸 401(k) with 4% Company Match
📈 Equity Grants for Every Employee
🍼 Paid Parental Leave
🌴 20 PTO Days + 11 Holidays + Full Company Winter Break
💰 $1,000 Signing Bonus + Modern Apple Laptop + Anniversary Gifts
🍳 Free catered breakfast in Scottsdale; lunch in Austin
✈️ Team Travel to NYC, Austin, Nashville, Miami, and more

Bottom Line: This isn’t “recruiting” as most companies define it. This is high-stakes, high-impact work where you’ll shape the future of the company with every hire. If you want to elevate your recruiting craft, influence real decisions, and grow fast inside a profitable, high-performance SaaS business, this is your seat.