Outside Sales Representative
Simpay, New York, NY, United States
Do you want to earn lifetime residual income AND work for a company you can trust? Welcome to Simpay. Our goal is to simplify the lives of business owners by providing our customers with solutions that save them time and money.
Position Overview We are seeking a highly motivated, entrepreneurial Outside Sales Representative to drive new business for Simpay by selling our Exectras Membership product.
As an Outside Sales Representative at Simpay, you will also be able to generate income through our entire suite of services: Payment Processing, Payroll/HR, Business Insurance.
Exectras Membership is a subscription-based benefits platform that helps small and mid-sized businesses offer meaningful healthcare, wellness, insurance, and business support services to their employees — without the high cost and complexity of traditional benefits.
Our mission is simple: empower business owners to better support their employees while strengthening their ability to recruit, retain, and grow.
This is a
W-2, commission-only
role designed for self-starters who want unlimited earning potential without geographic restrictions. There are
no protected or assigned territories
— your success is driven by your initiative, activity, and ability to close. And best of all, you don’t need to be licensed to sell Exectras Membership!
You will prospect, present, and close new membership agreements with small and mid-sized employers across any market you choose to pursue.
What You’ll Do
Prospect and generate new business through cold calling, networking, referrals, digital outreach, and in-person meetings
Schedule and conduct sales appointments with business owners and decision-makers
Deliver compelling, value-driven presentations of Exectras Membership
Identify employer pain points related to healthcare access, employee retention, and benefits gaps
Close new membership agreements and exceed sales goals
Build and manage a consistent pipeline in CRM
Develop referral partnerships and centers of influence
Stay current on product updates and competitive positioning
Compensation Structure
W-2 employee status
Lifetime Residual Income on sustained membership
Uncapped earning potential
Performance bonuses and incentives
Sales training and ongoing support
This role is ideal for professionals who prefer performance-based income with unlimited upside.
Qualifications
2+ years of B2B sales experience preferred
Experience selling to small or mid-sized businesses strongly preferred
Background in payroll, benefits, insurance, HR services, merchant services, or related industries is a plus
Strong prospecting and closing abilities Excellent communication and presentation skills
Self-motivated with a hunter mentality
Comfortable operating independently
Valid driver’s license (if conducting in-person sales)
Ideal Candidate Profile You are:
Competitive and highly driven
Comfortable initiating conversations with business owners
Disciplined in managing your own activity and pipeline
Resilient and consistent
Motivated by unlimited earning potential
Entrepreneurial but value the stability and structure of W-2 employment
Why Join Simpay?
Sell a differentiated, high-value membership product
Build recurring revenue through subscription-based sales
Operate without geographic limitations
Leverage a growing platform designed to support small businesses nationwide
If you are ready to create your own opportunity, control your income, and build long-term recurring revenue, we want to hear from you.
#J-18808-Ljbffr
Position Overview We are seeking a highly motivated, entrepreneurial Outside Sales Representative to drive new business for Simpay by selling our Exectras Membership product.
As an Outside Sales Representative at Simpay, you will also be able to generate income through our entire suite of services: Payment Processing, Payroll/HR, Business Insurance.
Exectras Membership is a subscription-based benefits platform that helps small and mid-sized businesses offer meaningful healthcare, wellness, insurance, and business support services to their employees — without the high cost and complexity of traditional benefits.
Our mission is simple: empower business owners to better support their employees while strengthening their ability to recruit, retain, and grow.
This is a
W-2, commission-only
role designed for self-starters who want unlimited earning potential without geographic restrictions. There are
no protected or assigned territories
— your success is driven by your initiative, activity, and ability to close. And best of all, you don’t need to be licensed to sell Exectras Membership!
You will prospect, present, and close new membership agreements with small and mid-sized employers across any market you choose to pursue.
What You’ll Do
Prospect and generate new business through cold calling, networking, referrals, digital outreach, and in-person meetings
Schedule and conduct sales appointments with business owners and decision-makers
Deliver compelling, value-driven presentations of Exectras Membership
Identify employer pain points related to healthcare access, employee retention, and benefits gaps
Close new membership agreements and exceed sales goals
Build and manage a consistent pipeline in CRM
Develop referral partnerships and centers of influence
Stay current on product updates and competitive positioning
Compensation Structure
W-2 employee status
Lifetime Residual Income on sustained membership
Uncapped earning potential
Performance bonuses and incentives
Sales training and ongoing support
This role is ideal for professionals who prefer performance-based income with unlimited upside.
Qualifications
2+ years of B2B sales experience preferred
Experience selling to small or mid-sized businesses strongly preferred
Background in payroll, benefits, insurance, HR services, merchant services, or related industries is a plus
Strong prospecting and closing abilities Excellent communication and presentation skills
Self-motivated with a hunter mentality
Comfortable operating independently
Valid driver’s license (if conducting in-person sales)
Ideal Candidate Profile You are:
Competitive and highly driven
Comfortable initiating conversations with business owners
Disciplined in managing your own activity and pipeline
Resilient and consistent
Motivated by unlimited earning potential
Entrepreneurial but value the stability and structure of W-2 employment
Why Join Simpay?
Sell a differentiated, high-value membership product
Build recurring revenue through subscription-based sales
Operate without geographic limitations
Leverage a growing platform designed to support small businesses nationwide
If you are ready to create your own opportunity, control your income, and build long-term recurring revenue, we want to hear from you.
#J-18808-Ljbffr