Sales Manager

About the Role:   At Skyline Payments, we empower small and medium-sized businesses (SMBs) by delivering payment solutions that enhance their growth and operational efficiency. We are seeking a   Sales Manager   who will focus on developing our remote SDR teams by enhancing their cold calling, lead generation, and discovery skills. The ideal candidate will create and implement tailored sales playbooks, review and analyze recorded calls, and provide ongoing coaching on best practices for objection handling, pipeline creation, and lead qualification.

This role will be instrumental in driving data-driven results, including increased conversion rates, qualified meetings, and outbound-sourced revenue.

What you'll do: 

• Build and manage a high-performing outbound sales team, with a strong emphasis on training, coaching, and skill development.
  
• Develop and refine sales playbooks, talk tracks, and training modules focused on cold calling, lead generation, objection handling, negotiation, and sales scripting.
  
• Oversee daily sales operations, establish team goals, and monitor performance metrics.
  
• Conduct regular call reviews to improve sales techniques, identify coaching opportunities, and enhance team effectiveness.
  
• Act as a hands-on leader and collaborative team player, working closely with SDR team members to achieve and exceed sales goals.
  
• Drive data-driven outcomes, including improved cold call conversion rates, increased outbound-sourced revenue, and month-over-month growth in qualified meetings.
  

Requirements

What we are looking for: 

• At least 3 years of experience managing outbound SDR teams.
  
• Proven experience training and developing SDR teams, particularly in cold calling, lead generation, and multi-threading.
  
• Demonstrated success in building and leading outbound sales.
  
• Strong sales management and coaching skills, with experience developing soft skills for engaging decision-makers.
  
• Background in people management, including experience launching and training first-time sales teams.
  
• Industry experience in Fintech or Payments is a plus, but not required. Experience working with small and mid-sized businesses is preferred.
  
• Data-driven mindset with the ability to analyze and improve conversion rates, lead generation efforts, and pipeline creation.
  
• Excellent verbal and written communication skills
  
• Strong attention to detail and organizational skills
  

Benefits

What We Offer

• Work arrangement : Hybrid- 4 days onsite, 1 day work-from-home
  
• Office Location: Bridgetowne Exxa Tower, Work.Able Office
• Shift:   Mondays to Fridays, 8:00 AM - 5:00 PM CST
  
• Equipment:   Provided by the company
  
• Agreement:   Individual Contractor (you will have to process your own taxes and other government-mandated benefits)
  
• Competitive Salary and Benefits: $2500 monthly, depending on experience.  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.

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.