Senior Enterprise Sales Executive (Italian Speaking) Go-To-Market (GTM) Milan

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. Now, 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. This helps us give leading brands building blocks to craft solutions to 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 , who share our mission to simplify payment complexity globally. At Payrails, we’re committed to building a team of exceptional people - not just talented, but driven to build, solve, and deliver at the highest level. Excellence isn’t just a value here; it’s a way of working. We believe that great people thrive in environments where there’s trust, clarity, and shared purpose. We work openly and collaboratively, with deep respect for each other’s craft. Everyone is encouraged to understand the bigger picture - what we’re building, why it matters, and what stands in the way. When people have that context, they move faster, take ownership, and make better decisions. We care about creating a culture where people feel inspired to do their best work and a deep sense of responsibility to help us bring our vision to life. Success at Payrails means staying focused on the problems that matter most, and executing with purpose. Your Team Payrails is a highly dynamic workplace, and our Sales Team is in charge of engaging with Enterprise merchant prospects to drive new revenue generation ultimately. Our mission is to: Perfectly understand the requirements and pain points of our merchant prospects/clients Drive effective execution while being sharply oriented to scoping complex solutions Ensure that we are always relevant to merchants and they find our interactions very valuable Our Team offers you the opportunity to work alongside a group of very ambitious and knowledgeable payment professionals, as well as the freedom to make your own impact. You, as our Enterprise Sales Executive, will be driving growth by expanding our customer base. How you will make an impact You will take ownership of the full sales cycle from prospecting to close with a focus on getting results. You will leverage existing industry contacts and networks to generate leads and facilitate introductions with potential clients. You will build relationships with prospects to identify their problems and bring solutions. You will identify and prioritise target accounts and key decision-makers, with a focus on establishing and maintaining strong relationships with C-level executives. You will work closely with the founding team and support iterating sales processes to accelerate growth further. You will provide regular sales forecasts, pipeline updates, and performance reports to senior management. You will identify effective methods to meet and exceed sales targets. You will understand customer needs and systematically bring detailed feedback to the product teams to help inform the roadmap and priorities. What we are looking for You have 6 years of experience selling high ACV software products to enterprise customers with a proven track record of success in selling complex solutions to C-level executives, particularly CFOs You are a builder who is excited to wear multiple hats and operate in a highly dynamic environment with a clear focus on getting results You are a gifted communicator, both verbal and written, with the ability to explain complex solutions in a simple and relevant manner in different formats - i.e., calls, emails, and social media You are highly organised and great at handling multiple opportunities in your pipeline simultaneously You are fluent in English and Italian You are willing to travel to support our clients and build new partnerships What we offer High impact and high velocity environment with the most talented and ambitious people you will ever work with A chance to shape the story of a company and a category from the ground up Real ownership. You’ll have the freedom and trust to build, test, and take lead A product used by the best brands around the world Competitive salary and equity package Premium Family Medical Insurance Coverage 27 days of annual paid vacation J-18808-Ljbffr

Location: Italia, IT

Posted Date: 7/4/2025