What are the responsibilities and job description for the Sales Leader – Merchant Services & POS Solutions position at POS Upgrades?
Sales Leader – Merchant Services & POS Solutions
Overview
We are growing our sales organization and looking for a driven, creative, and highly motivated Sales Leader to build and lead our sales team while actively participating in the sales process.
This is a hands-on leadership role for a true go-getter. The successful candidate will develop the sales strategy, recruit and coach team members, establish performance expectations, and lead by example through direct prospecting, relationship-building, and closing new business.
The role focuses primarily on face-to-face sales with local businesses. You will work directly with business owners, evaluate their current payment-processing and POS solutions, and present customized opportunities designed to reduce costs and improve their operations.
This position may be performed remotely or from our office in Victor, New York.
Compensation
- $60,000 - $80,000 annual base salary, based on experience
- Bonuses and sales commissions
- On-target total compensation of approximately $120,000
- Uncapped earning potential
The Role
You will:
- Develop and execute the company’s sales strategy
- Recruit, train, coach, and lead a high-performing sales team
- Establish sales goals, activity expectations, and performance metrics
- Provide ongoing coaching, accountability, and professional development
- Actively prospect local businesses, including restaurants, retailers, and service-based businesses
- Build relationships with business owners and key decision-makers
- Collect merchant statements and other information required for analysis
- Work with our internal team to identify cost-saving and operational opportunities
- Present customized proposals in person or virtually
- Negotiate and close new business
- Support the onboarding of new clients
- Maintain client relationships to generate referrals and long-term growth
- Identify creative approaches for reaching new customers and expanding into new markets
- Track sales activity, maintain an accurate pipeline, and provide regular performance updates
- Lead by example by actively participating in prospecting, presentations, and sales
What We’re Looking For
You are:
- A hands-on sales leader who is equally comfortable coaching a team and closing deals
- A true go-getter with a creative, entrepreneurial attitude
- Outgoing, charismatic, and confident in conversations with business owners
- Persistent and resilient— committed to the long game: you are willing to make repeated visits, nurture relationships, and follow up consistently until the timing is right to close the deal
- A natural relationship builder who earns trust quickly
- Self-motivated, disciplined, and highly accountable
- Comfortable developing processes and building a team in a growing organization
- Professional but not pushy—you know how to guide customers rather than pressure them
- Motivated by both personal achievement and team success
Preferred Qualifications
Bonus points if you:
- Have previous sales leadership or team-development experience (in any industry)
- Have experience in merchant services, payment processing, POS technology, or B2B sales
- Have a proven record of meeting or exceeding sales targets
- Can provide examples, metrics, or documentation of previous sales success
- Have experience recruiting, training, or mentoring sales representatives
- Have an existing network of local business contacts
Why This Role Is Different
- Build and lead a sales team while continuing to sell directly
- Opportunity to shape the company’s sales strategy, processes, and culture
- Flexibility to work remotely or from our Victor, New York office
- Real impact helping businesses keep more of their money and improve their operations
- Uncapped income potential for a strong leader and closer
- Support from an experienced internal team providing analysis, solutions, and client support
- Significant opportunity for professional growth as the company expands
Benefits
- 401(k) plan with company matching of up to 6%
- Paid holidays
- Paid time off
- Flexible work schedule
- Paid training
- Opportunities for advancement
How to Apply
Please submit your resume along with:
- A brief summary of your sales and leadership experience
- Examples of teams you have built, managed, coached, or developed
- Relevant sales metrics, accomplishments, or major deals closed, if available
- A brief explanation of how you would approach building and leading a successful sales team
This position is for someone who is ready to take ownership of both their own results and the success of the sales organization. If you are driven, confident, creative, and excited by the opportunity to build a team while remaining active in the field, we would like to hear from you.
Work location: Remote or Victor, New York office, with local travel and face-to-face client meetings required.
Pay: $60,000.00 - $80,000.00 per year
Benefits:
- 401(k)
- 401(k) matching
- Flexible schedule
Work Location: In person
Salary : $60,000 - $80,000