Senior Enterprise Sales Executive (Italian Speaking)
Join Payrails as a Senior Enterprise Sales Executive (Italian Speaking) and take charge of driving new revenue generation in the enterprise payments sector.
About Payrails
Payrails is a global payment software company helping leading enterprises to take control of their payment operations and maximize performance. With deep experience in the payments space and firsthand knowledge of merchants' challenges, we’ve seen how fragmented, complex, and inefficient these systems can become.
We are setting a new industry standard for how enterprises around the world manage and optimize payments, with more control, visibility and flexibility than ever before.
Our vision is to reimagine payments from the ground up. We are building a deeply integrated meta layer that spans the entire payment lifecycle with a modular architecture. We provide leading brands building blocks to craft solutions to the most complex operational challenges, tailor seamless customer experiences, and grow their business.
We are backed by some of the world’s top investors including Andreessen Horowitz, HV Capital, EQT Ventures, and General Catalyst.
At Payrails, we’re committed to building a team of exceptional people—driven to build, solve, and deliver at the highest level. We believe that great people thrive in environments with trust, clarity, and shared purpose.
Your team
Payrails’ Sales Team engages with enterprise merchant prospects to drive new revenue. Our mission is to:

Understand the requirements and pain points of merchant prospects/clients
Execute complex solutions sharply scoped and relevant to merchants
Maintain relevance and valuable interactions with merchants

As an Enterprise Sales Executive, you will drive growth by expanding our customer base.
How you will make an impact

Own the full sales cycle from prospecting to close with a focus on results.
Leverage industry contacts to generate leads and facilitate introductions.
Build relationships with prospects to identify problems and propose solutions.
Prioritize target accounts and key decision‑makers, focusing on C‑level executives.
Collaborate with the founding team to iterate sales processes.
Provide sales forecasts, pipeline updates, and performance reports.
Identify methods to meet and exceed sales targets.
Gather customer feedback to inform product roadmap.

What we are looking for

6+ years of experience selling high ACV software products to enterprise customers with a proven track record of complex solution sales to C‑level executives.
A builder mindset, willing to wear multiple hats in a dynamic environment.
Excellent verbal and written communication skills, able to simplify complex solutions.
Highly organized and capable of managing multiple opportunities simultaneously.
Fluent in English and Italian.
Willingness to travel as needed.

What we offer

High‑impact, high‑velocity environment with talented, ambitious colleagues.
Chance to shape the company and category from the ground up.
Real ownership, freedom, and trust to build, test, and lead.
Product used by leading brands worldwide.
Competitive salary.
Premium Family Medical Insurance Coverage.
27 days of annual paid vacation.

Seniority level
Mid‑Senior level
Employment type
Full‑time
Job function
Sales and Business Development
Industries
Technology, Information and Internet
Referrals increase your chances of interviewing at Payrails by 2x.
Location: Rome, Latium, Italy.
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