Sr. Account Executive

Skyline Payments Systems; United States; Remote; USD 90,000 - 150,000; Full time

Benefits offered by this job

Remote work in LATAM (Mexico, Peru,Col

Competitive salary and benefits

Career growth opportunities

Collaborative culture

Impactful work

Expansion phase opportunities

Job summary

Skyline Payments is a growing fintech company delivering payment solutions to SMBs. We seek a Sr.

Account Executive to drive top-of-funnel sales by identifying, engaging, and qualifying prospective clients and introducing them to our platform. You will handle outbound prospecting, deliver brief product demonstrations, collect merchant statements, and schedule qualified meetings for the Account Manager, building a strong sales pipeline and contributing to revenue growth in a fast-paced

Qualifications

• 4+ years of outbound sales/appointment setting experience.
• Experience prospecting via phone, email and other lead channels.
• Proven track record of meeting or exceeding sales quotas.
• Strong communication, presentation, negotiation and relationship-building skills.

Responsibilities

• Conduct high-volume outbound prospecting to identify and engage prospective clients.
• Communicate the value of payment solutions and schedule product demonstrations.
• Lead introductory product demonstrations (5–10 minutes) with prospects.
• Collect merchant statements to support proposals and qualification.
• Schedule 20+ qualified demonstrations or proposals per month for the Account Manager.
• Build rapport, identify business needs and qualify opportunities through discovery conversations.
• Handle objections and educate prospects on solution value.
• Maintain accurate CRM records of all interactions and opportunities.
• Collaborate with the Account Manager and Sales Leadership to ensure a smooth customer journey.
• Consistently hit monthly activity, pipeline, and performance targets.
• Identify opportunities to improve prospecting and sales processes.
• Mentor junior Sales Development Representatives with best practices.

Skills

Outbound sales

Prospecting

Product demonstrations

Objection handling

CRM proficiency

Job description

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.

In this role, you will be responsible for outbound prospecting, conducting introductory product demonstrations, collecting merchant statements, handling objections, and scheduling qualified meetings for the Account Manager. You will serve as the first point of contact for prospective clients, playing a critical role in building a strong sales pipeline and contributing to the company's revenue growth.

The ideal candidate is a confident communicator with strong outbound sales experience, excellent objection-handling skills, and a proven ability to exceed sales goals in a fast-paced environment.

What You'll Do

• Conduct high-volume outbound prospecting through phone calls, emails, and other sales channels to identify and engage prospective clients.
  
• Effectively communicate the value of our payment solutions and encourage prospects to schedule a product demonstration.
  
• Conduct brief introductory product demonstrations (5-10 minutes) either immediately or through scheduled appointments to introduce our platform and gather merchant requirements.
  
• Collect a minimum of10 merchant financial statements per monthto support the sales and proposal process.
  
• Schedule at least20 qualified product demonstrations or proposal meetings per monthfor the Account Manager.
  
• Build rapport with prospects, identify business needs, and qualify opportunities through effective discovery conversations.
  
• Handle objections professionally while educating prospects on the value and benefits of our solutions.
  
• Maintain accurate and up-to-date records of all prospect interactions, activities, and opportunities within the CRM.
  
• Collaborate closely with the Account Manager and Sales Leadership to ensure a seamless customer experience and maximize conversion opportunities.
  
• Consistently achieve or exceed monthly activity, pipeline, and performance targets.
  
• Identify opportunities to improve prospecting strategies, outreach effectiveness, and sales processes.
  
• Mentor and support junior Sales Development Representatives by sharing best practices and contributing to team success.
  

Requirements

What We Are Looking For:

• Minimum of4 years of experiencein outbound sales, appointment setting, or sales development.
  
• Experience conducting outbound prospecting through phone, email, and other lead generation channels.
  
• Proven track record of consistently meeting or exceeding sales quotas and performance metrics.
  
• Strong communication, presentation, negotiation, and relationship-building skills.
  
• Excellent objection-handling and persuasive selling abilities.
  
• Experience conducting product demonstrations or managing the sales process from prospecting through closing is a strong advantage.
  

What We Offer

• Work Arrangement: This is a remote work in LATAM (Mexico, Peru, Colombia, Brazil, Panama, Argentina).
  
• 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. You'll work closely with leaders and peers who are dedicated to driving the success of the business.
  
• Impactful Work:Join a company that's 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, we're scaling our impact and continuing to drive value for our clients as we push the boundaries of what's possible in payment technology.

At Skyline Payments, we foster a collaborative, high-energy environment where every team member's 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.