Account Executive

At Skyline Payments, we empower small and medium-sized businesses (SMBs) by delivering payment solutions that enhance their growth and operational efficiency. We are looking for a Sr. Account Executive to drive top-of-funnel sales activities by identifying, engaging, and qualifying prospective clients while introducing them to our payment solutions.

We are seeking a driven and results-oriented Account Executive to join our growing sales team. This is an exciting opportunity for a motivated sales professional who thrives in a competitive environment and wants to take ownership of the entire sales process-from prospecting and discovery to proposal development and closing.

At Skyline Payments, youll have the opportunity to work with business owners across multiple industries, helping them improve their payment processing solutions while building a rewarding career with uncapped earning potential.

What Youll Do

• Own the complete sales cycle, including prospecting, qualifying, presenting, negotiating, and closing new business opportunities.
  
• Identify and engage decision-makers through outbound outreach and self-generated lead development.
  
• Conduct consultative discovery calls and tailored product demonstrations.
  
• Analyze merchant processing statements and business needs to create customized proposals.
  
• Present compelling value propositions that address client challenges and drive business outcomes.
  
• Negotiate pricing and contract terms with confidence and professionalism.
  
• Maintain an accurate sales pipeline and activity records within the CRM.
  
• Consistently meet or exceed monthly and quarterly sales targets.
  
• Collaborate with leadership and team members to refine sales strategies and improve performance.
  
• Stay current on industry trends, competitive offerings, and Skyline Payments products and services.
  

Requirements

What We Are Looking For:

• Minimum 2 years of experience in merchant services, B2B sales, or outbound sales.
  
• Proven track record of meeting or exceeding sales quotas.
  
• Experience prospecting and generating your own leads.
  
• Strong presentation, communication, and negotiation skills.
  
• Ability to build trust and establish relationships with business owners and key decision-makers.
  
• Excellent objection-handling and closing abilities.
  
• Self-motivated, organized, and capable of working independently in a remote environment.
  
• Strong analytical skills with the ability to interpret business and financial data.
  
• Experience selling payment processing, FinTech, SaaS, or related business solutions is an added advantage.
  
• Familiarity with CRM platforms and sales automation tools.
  
• Experience analyzing merchant statements and payment processing solutions preferred.
  
• Demonstrated success in a high-performance sales environment.
  

Benefits

What We Offer

• Work Arrangement: This is a remote job.
  
• Shift: 8:00 AM - 5:00 PM US Central Time
  
• Competitive Salary and Benefits: We offer a competitive compensation package that rewards your expertise and contributions.
  
• Career Growth Opportunities: Skyline Payments is growing rapidly, and with that comes a wealth of opportunities for personal and professional development. We offer paths for career advancement and access to training resources to help you continue to learn and grow in your career.
  
• Collaborative Culture: Be part of a supportive and collaborative team where your ideas are valued, and innovation is encouraged. Youll work closely with leaders and peers who are dedicated to driving the success of the business.
  
• Impactful Work: Join a company thats trusted by thousands of SMEs and plays a critical role in empowering businesses with cutting-edge payment solutions. Your contributions will directly impact the growth and success of the company and our clients.
  
• Exciting Expansion Phase: This is a unique opportunity to be part of Skyline Payments growth journey, where your leadership and expertise will help shape our future success as we expand our reach and scale our operations.
  

About Skyline Payments

Who We Are

Skyline Payments is a trusted FinTech partner with over 10 years in the payments industry, serving thousands of small and medium-sized enterprises (SMEs) with innovative and reliable payment solutions. Our mission is to empower SMBs by simplifying transactions, enhancing cash flow management, and providing exceptional support with our user-friendly software. Over the past decade, we have built a solid foundation and experienced stable growth, and we are now poised to take our expansion to the next level. With ambitious goals and a full-force approach to growth, were scaling our impact and continuing to drive value for our clients as we push the boundaries of whats possible in payment technology.

Find more about our history here.

Why Join Us?

At Skyline Payments, we foster a collaborative, high-energy environment where every team members contributions drive our shared success. As we embark on our next phase of growth, our goal is to expand our reach and elevate our impact across the payments industry. We are scaling up operations, exploring new markets, and enhancing our product offerings to meet the evolving needs of small and medium-sized businesses globally.

Joining Skyline Payments now means being part of a transformative period of expansion, where your work will directly contribute to our ambitious growth and help shape the future of payment solutions. We offer significant opportunities for professional development and career advancement, including leadership paths and impactful projects that make a real difference for our clients.