Sales Representative

Simpay
New York, NY

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. Our full suite of products and services, which are backed by in‑house support, include card processing, point‑of‑sale systems, payroll, digital marketing, insurance, and more.

Responsibilities

  • Have a clear understanding of all Simpay products and services.
  • Present Simpay value propositions competently.
  • Match or exceed daily, weekly, and monthly performance metrics.
  • Self‑generate leads in the business community, including Chambers of Commerce, local associations, merchant groups, community banks, and business owners.
  • Enter activity into CRM to stay organized and assist leadership with developing accurate metrics.
  • Manage prospect pipelines through consistent funnel management.
  • Continue sales development by attending regularly scheduled sales and product sessions.
  • Ability to work in a cooperative and supportive manner with the executive leadership team.
  • Receive coaching and feedback and demonstrate a willingness to implement recommendations into the sales process.

Requirements

  • A minimum of 2+ years in the payments environment or relevant sales field
  • Self‑motivated with a proven track record of success
  • B2B sales experience
  • Excellent verbal and written communication skills
  • A strong personal and professional network with an active, robust pipeline of business owners and referral partners
  • Excellent business acumen
  • Takes on personal accountability for establishing and achieving prospecting and sales goals
  • Work with integrity, a positive attitude, and being a team player at all times while driving to leave a mark in the industry.
  • Ability to thrive under pressure
  • A driving need to succeed
  • Valid Driver’s License with reliable, insured vehicle
  • Proficiency in MS Office applications, e.g., Word, Excel, PowerPoint, and Outlook

Summary

Simpay is seeking an Outside Sales Representative who loves to prospect and has direct experience selling merchant services. The ideal candidate is a self‑driven producer who has a desire to exceed sales goals, maximizing their uncapped earning potential!

With our unique compensation plan, you don't have to choose between having the unlimited earning potential of a full commission role or enjoying the benefits of a W2 position.

This is not a base salary role. Instead, you will enjoy:

  • W2 position with benefits and 401K matching
  • Generous upfront bonuses on every deal
  • Lifetime residual income that vests from deal 1
  • Portfolio equity
  • Monthly production bonuses

While earnings are dependent on your performance, successful reps can earn $75‑$95K year one and grow significantly from there.

Benefits

  • Ability to build wealth with generous commissions, life‑time residual income, and portfolio ownership
  • W2 Position
  • No to low deductible healthcare plans
  • Generous paid time off
  • Charitable time off
  • 401k with 4% match
  • Remote location
  • Winning Culture (Top Workplaces 2022)
  • A transparent and collaborative environment

Simpay is an Equal Opportunity Employer. Simpay does not discriminate on the basis of race, religion, color, sex, gender identity, sexual orientation, age, non‑disqualifying physical or mental disability, national origin, veteran status or any other basis covered by appropriate law. All employment is decided on the basis of qualifications, merit, and business need.

Employment with Simpay is "at‑will." This means that if hired, you or the Company may terminate your employment at any time with or without notice or cause.

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Posted 2026-08-15

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