Sr. 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.

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 of 10 merchant financial statements per month to support the sales and proposal process. Schedule at least 20 qualified product demonstrations or proposal meetings per month for 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

Minimum of 4 years of experience in 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.

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 Fin.

Tech 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.

Find more about our history here. Why Join Us? 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.