Outside Sales Account Executive - Payroll & HR Solutions

ConnectPay, LLC; Northern (KY); Hybrid; USD 55,000 - 76,000; Full time

Benefits offered by this job

401(k) with company match

Medical, dental, and vision insurance

Life insurance

Disability insurance

Flexible spending accounts

Equity participation

Sales incentive/bonus opportunities

Job summary

ConnectPay, LLC is seeking a compassionate Outside Sales Account Executive to join our growing sales team in the Denver, Colorado market. You will own the full sales cycle and build relationships with small and medium‑sized business owners to uncover payroll and HR needs, guiding them from initial conversation to close.

The ideal candidate has 3+ years of outside B2B sales in a quota‑carrying environment, proven prospecting skills, and a track record of meeting sales goals.

Qualifications

• 3+ years of outside B2B sales experience in a quota‑carrying environment.
• Experience selling payroll, HR, SaaS, or related business services.
• Proven prospecting, cold outreach, lead generation, and new business development.

Responsibilities

• Own the full sales cycle from territory planning to closing new business.
• Conduct consultative conversations with business owners to understand payroll and HR needs.
• Build and manage a healthy pipeline within the assigned territory.

Skills

Outside B2B sales

Prospecting & lead generation

Relationship building

Communication

Travel readiness

SaaS sales

Education

Bachelor’s degree in Finance, Marketing, Business

Tools

CRM systems

Microsoft Office

Social media/digital networking

Job description

About ConnectPay, LLC.

ConnectPay, LLC. provides comprehensive payroll and HR solutions designed specifically for small and medium-sized businesses. Our mission is to simplify payroll and HR processes while helping our clients maintain compliance and focus on what matters most to grow their businesses.

At ConnectPay, LLC. we combine innovative technology with a personalized, human-first approach. We recognize that every business is different, which is why we tailor our payroll processing, tax compliance, and HR solutions to meet each client's unique needs.

We believe our employees are our greatest asset. By fostering a culture of collaboration, innovation, and professional growth, we empower our team to deliver exceptional service and make a meaningful impact for our clients every day.

The Opportunity:

ConnectPay, LLC. is seeking a compassionate, client-service-oriented Outside Sales Account Executive to join our growing sales team in the Denver, Colorado market.

In this field-based role, you will build relationships with small and medium-sized business owners, uncover their payroll and HR challenges, and demonstrate how ConnectPay, LLC. solutions can help simplify their operations and support their business goals.

The ideal candidate is a consultative, results-driven sales professional who enjoys prospecting, building relationships, developing a territory, and guiding prospects through the entire sales process—from initial conversation through close.

You will be responsible for an assigned territory in the Bergen/Passaic areas, with a focus on generating new business and building a strong presence within the local business community.

What You’ll Do

• Own the full sales cycle, including territory planning, prospecting, pipeline development, lead qualification, discovery meetings, presentations, negotiations, and closing new business.
• Conduct consultative conversations with business owners and decision makers to understand their payroll and HR needs, challenges, and goals.
• Identify opportunities where ConnectPay's payroll and HR solutions can deliver meaningful value to prospective clients.
• Build, manage, and continuously develop a healthy sales pipeline within your assigned territory.
• Prospect through a combination of networking, referrals, community involvement, social selling, and other outbound sales strategies.
• Establish and maintain strong relationships with local business leaders, professional networks, community organizations, and other referral sources to generate new opportunities.
• Manage and develop a defined geographic territory with a focus on long‑term growth and market penetration.
• Consistently meet or exceed established sales activity, pipeline, and revenue goals.
• Track and report sales activity and performance metrics on a daily, weekly, and monthly basis using CRM and other sales tools.
• Partner with prospective clients and internal implementation teams to ensure the documentation and information required for a smooth transition to ConnectPay are collected and complete.
• Represent ConnectPay professionally in the local business community and serve as a trusted resource for prospective clients.

What We’re Looking For

• 3+ years of outside B2B sales experience in a quota‑carrying, results‑driven environment.
• Experience selling payroll, HR, HCM, SaaS, or other business services.
• Proven experience with prospecting, cold outreach, lead generation, and new business development.
• Demonstrated success managing and growing a defined sales territory.
• A track record of consistently meeting or exceeding sales goals.
• Strong relationship‑building skills and the ability to establish rapport with business owners and decision makers.
• Excellent verbal and written communication skills with a polished, professional presence.
• Strong business acumen and the ability to understand customer needs and connect those needs to effective solutions.
• Highly organized and detail‑oriented, with the ability to manage multiple prospects and opportunities throughout the sales cycle.
• Proficiency with Microsoft Office, CRM systems, and social media/digital networking platforms.
• Self‑motivated, persistent, and comfortable working independently in a field‑based sales environment.
• Valid driver’s license and the ability to travel throughout the assigned territory.

Preferred Qualifications

• Bachelor’s degree in Finance, Marketing, Business, or a related field.
• Established relationships within the local small‑business community.

Compensation:

ConnectPay believes in fair and equitable compensation. The anticipated base salary range for this position is $55,000–$76,000. In addition to base salary, ConnectPay, LLC. team members receive equity and a role‑based incentive plan (actual compensation will be determined based on a variety of factors, including education, training, experience, location, and internal equity). This position is also commission‑eligible with a target on‑target earnings (OTE) range is $100,000–$125,000 (base salary plus commission). Details regarding the sales incentive and commission structure will be shared during the interview process.

Benefits:

• 401(k) with company match
• Medical, dental, and vision insurance
• Life insurance
• Short‑and long‑term disability insurance
• Flexible spending accounts
• Equity participation
• Sales incentive or annual bonus opportunities, as applicable

ConnectPay, LLC is an equal opportunity employer. We are committed to a work environment free from discrimination and harassment. All employment decisions are made without regard to race, color, religion, gender, sexual orientation, gender identity or expression, national origin, age, disability, marital status, veteran status, or any other protected characteristic under applicable law.