Sales Development Representative

📍 Location: Old Town Scottsdale, AZ (In-Office)

💼 Type: Full-time

💰 Compensation: Competitive salary + commission + premium benefits

The first conversation can make or break a sale.

Sales Development Representatives at Files.com are the people who make those conversations count.

At a lot of companies, SDRs are treated like junior telemarketers, grinding through cold calls to people who don’t want to talk. That’s not how we work here. At Files.com, you won’t be dialing random lists — you’ll be engaging warm leads who have already shown interest in our platform. That means you spend your time having real conversations, not chasing ghosts.

Our SDRs are sharp, fast, and strategic. You’ll be qualifying opportunities from Fortune 500s, global brands, and fast-scaling enterprises — companies where file transfer and automation are mission-critical. You’ll research who you’re talking to, understand their business needs, and decide whether the opportunity is a fit. Then, you’ll hand off only the best-prepared leads to our Account Executives, protecting their time and directly influencing revenue growth.

This role is about more than filling the pipeline. It’s about learning the craft of enterprise sales from the inside. You’ll develop skills in research, qualification, and executive communication that will serve you for your entire career.

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, and high-output teammates who act fast and own outcomes. Backed by $46.5M from Riverwood Capital, we’re scaling intentionally—and this role is a critical piece of that growth.

Our Scottsdale office sits in the heart of Old Town: a bright, modern space with huge windows ☀️, craft coffee ☕️, free drinks, and free catered breakfast every day 🍳🥓. Step outside and you’re surrounded by some of the best lunch and happy hour spots in Arizona. Twice a year, we bring the whole team together for energizing off-sites in cities like Austin, Nashville, and Miami.

What You’ll Actually Do

This isn’t about hammering phones all day. It’s about sharp thinking, fast judgment, and meaningful conversations with enterprise prospects.

In this role, you will:

• Master the Product: Learn Files.com inside and out so you can confidently communicate its value.
• Qualify Warm Leads: Engage inbound prospects over phone, email, chat, and social channels, asking the right questions to confirm fit.
• Book High-Quality Meetings: Deliver well-prepared, high-value appointments to Account Executives that lead to real pipeline and closed deals.
• Communicate with Impact: Represent Files.com with clarity, professionalism, and confidence in every interaction.

What Success Looks Like

• Account Executives trust your meetings because they’re thoughtful, prepped, and high quality.
• Prospects remember their first Files.com conversation as clear, professional, and worth their time.
• You grow noticeably sharper at research, qualification, and communication every single quarter.

Why This Role Is Different

• You’ll build confidence talking to executives at well-known companies — the kind of conversations most people don’t get this early in their career.
• You’ll get exposure to big-name customers like Fortune 500s and global brands, giving you credibility and experience that makes your resume stand out.
• You’ll learn enterprise sales without cold prospecting, focusing on warm leads who actually want to talk.
• You’ll develop career-launching skills in research, qualification, and communication — with a clear path to Account Executive or beyond in 6–12 months.

Who Thrives in This Role

✅ You’re quick on your feet and can process information fast

✅ You’re disciplined about details, accuracy, and follow-through

✅ You communicate with confidence and clarity

✅ You thrive in a fast-paced, high-energy environment

✅ You want a career in enterprise sales and are hungry to grow

Where This Role Can Take You (Growth Path)

We don’t hire SDRs to stay SDRs. Perform here and you’ll set yourself up for rapid growth.

Real paths include:

SDR → Account Executive – run the full enterprise sales cycle, from qualification to close

SDR → Customer Success – manage long-term customer relationships and drive retention

SDR → Sales Leadership – coach, mentor, and scale the next generation of SDRs

Your trajectory here is only limited by your drive, discipline, and output.

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 every day in our Scottsdale office

✈️ Team Travel to NYC, Austin, Nashville, Miami, and more

Bottom Line: This isn’t “entry-level sales” the way other companies define it. This is high-output, high-impact sales development where accuracy meets speed. If you want to break into enterprise software sales, fuel the growth of a profitable SaaS company, and build a career that accelerates fast, this is your seat.