Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Outside Sales Executive

Simpay

About Simpay

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 Payment Processing services to local merchants.

As an Outside Sales Representative at Simpay, you don’t have to just sell payment processing. You will also be able to generate income through our entire suite of services: Employee Benefits Memberships (Exectras Membership), Business Insurance.

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.

You will prospect, present, and close new payment processing 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 our services
  • Close new agreements and exceed sales goals
  • Develop referral partnerships and centers of influence
  • Stay current on product updates and competitive positioning

Compensation Structure

  • W-2 employee status
  • Large per deal bonuses
  • Lifetime Residual Income
  • 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 merchant services/payment processing
  • 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 differentiated payment processing services
  • Multiple products and services for cross sell opportunities
  • Build recurring revenue through SMB 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.

Vacancy posted 6 hours ago
Similar jobs that could be interesting for youBased on the Outside Sales Executive in Columbia, MD vacancy
  •  ...Sales Executive Xerox Business Solutions LLC is an information services technology company that has continually redefined the workplace...  ...Maryland area. As a Sales Executive you will be responsible for outside business-to-business (B2B) sales, managing the entire sales... 
    Suggested
    Full time
    Work at office

    Xerox

    Columbia, MD
    5 days ago
  • $70k - $90k

     ...industrial, process, heating, and cooling markets. Job Title: Outside Sales Representative Salary: $70,000 - $90,000, based on...  ...evaluate customers’ technical requirements, prepare proposals, and execute a follow-up process utilizing inside sales support, company tools... 
    Suggested
    Base plus commission
    Temporary work
    For contractors
    Work at office
    Flexible hours

    Cummins-Wagner Co Inc

    Annapolis Junction, MD
    14 days ago
  • $120k - $250k

     ...ceilings?  AmeriPro Roofing , an industry-leading name in exterior home remodeling for over two decades, is immediately hiring Outside Sales Representatives.   In this role, you will be the face of our brand, using direct, door-to-door canvassing to connect with local... 
    Suggested
    Full time
    For contractors
    Work at office
    Local area
    Immediate start
    Day shift
    Afternoon shift

    AmeriPro Roofing

    Columbia, MD
    3 days ago
  • $120k - $250k

     ...ceilings?  AmeriPro Roofing , an industry-leading name in exterior home remodeling for over two decades, is immediately hiring Outside Sales Representatives.   In this role, you will be the face of our brand, using direct, door-to-door canvassing to connect with local... 
    Suggested
    Work at office
    Local area
    Immediate start
    Day shift
    Afternoon shift

    AmeriPro Roofing

    Columbia, MD
    9 days ago
  •  ...DESCRIPTION Position also known as: Visual Communications Expert, Account Executive, B2B Sales Are you a highly motivated and talented sales professional? Are you looking for an outside sales career with an established and fast-growing company? If so, were... 
    Suggested
    Casual work
    Work at office
    Local area
    Monday to Friday

    FASTSIGNS #131101

    Columbia, MD
    2 days ago
  • $60k - $100k

     ...Outside Sales Representative Join us and thriveindustry leading company offering a limitless sales environment As an Outside Sales Representative at Guardian Protection, you will have an opportunity to use your sales skills and training to deliver compelling in-home... 
    Immediate start
    Flexible hours

    The Armstrong Group

    Columbia, MD
    2 days ago
  • $100k

     ...Job Description Job Description We are seeking a driven individual with outside sales experience. We are only recruiting one candidate to manage and sell in this territory — selling a niche product exclusively to Fire, Police, and EMS personnel. A culture of practice... 

    Consolidated Assurance

    Jessup, MD
    10 days ago
  • $20k - $24k

     ...Job Description Job Description Vector Security is seeking an Outside Sales Representative (Residential Security Solutions) to grow new and existing customer relationships within the Maryland/DC/Delaware territory. This opportunity offers a combination of base... 
    Temporary work

    Vector Security, Inc.

    Columbia, MD
    23 days ago
  • $40k - $50k

     ...Job Description Job Description Vector Security is seeking an Outside Sales Representative (Commercial Security Solutions) to grow new and existing customer relationships within the Columbia Maryland and Washington DC area. This opportunity offers a combination of... 
    Temporary work
    Local area
    Flexible hours

    Vector Security, Inc.

    Columbia, MD
    29 days ago
  •  ...Outside Sales Representative Nippon Shokken U.S.A., the No.1 sauce company in Japan, is hiring an Outside Sales Representative in Torrance, LA. Base salary $60,372 and performance incentives (avg. 6% of salary). Full benefits package worth an additional 8% of salary... 
    Work at office
    Local area
    Monday to Friday
    Weekend work
    Day shift

    Nippon Shokken USA. Inc.

    Columbia, MD
    5 days ago
  •  ...Job Description Job Description Experienced Residential Outside Sales Reps Wanted | Baltimore County → Montgomery County → Anne Arundel County → PG County   A lot of talented, hard-working reps end up stuck in the same cycle, overlooked and neglected by management... 
    Hourly pay
    Full time

    Any Comm

    Laurel, MD
    6 days ago
  • $70k - $125k

     ...Building Someone Else’s Dream. Start Building Your Legacy. Most sales jobs offer a steady paycheck and a slow death. At Safe Haven...  ...to perform the essential job functions: ~ Willingness to work outside 90% of the time for extended periods in any season, with potential... 
    Weekly pay
    Monday to Friday
    Day shift
    Afternoon shift

    Safe Haven Security

    Columbia, MD
    4 hours ago
  • $60k - $120k

    Overview Launch your entry level outside sales/business development career with Panda Exteriors , an Inc. 5000 Fastest Growing Company . This outdoor position involves speaking directly with homeowners, generating qualified leads, and setting appointments for our sales... 
    Base plus commission
    Shift work

    Panda Exteriors

    Laurel, MD
    3 days ago
  •  ...Job Description Job Description PRIMARY FUNCTION: The basic function of the Outside Sales Representative is to establish and maintain relationships with customers in the field and work locations. This position applies active sales techniques and coordinates sales... 
    Local area

    National Tank & Equipment

    Halethorpe, MD
    13 days ago
  •  ...Job Description Job Description PRIMARY FUNCTION: The basic function of the Outside Sales Representative is to establish and maintain relationships with customers in the field and work locations. This position applies active sales techniques and coordinates sales... 
    Local area

    National Tank & Equipment

    Halethorpe, MD
    more than 2 months ago
  • $65k - $75k

     ...by applicable federal, state, or local laws and ordinances. Outside Sales Representative - Build Your Territory. Control Your Income. Grow...  ...reporting. Partner with internal teams to ensure seamless execution and long-term client satisfaction. Who Thrives Here Top... 
    Temporary work
    Local area
    Immediate start

    Rasa Floors & Carpet Cleaning LLC

    Windsor Mill, MD
    9 days ago
  • $103k

     ...Job Description Job Description Are you looking for a new sales position with unlimited earning potential and that is in a flourishing...  ...choice for you! What you will be responsible for as an Outside Sales Representative: Selling Digital Marketing solutions through... 
    Work at office
    Immediate start
    Home office

    Hibu

    Laurel, MD
    14 days ago
  • $90k - $95k

     ...Job Description Job Description Position Description R.S. Hughes Company, Inc. is seeking a high-performing Outside Sales Representative to drive profitable growth through consultative, value based solution selling into manufacturing and industrial environments... 
    Base plus commission
    Temporary work

    R.S. Hughes Company Inc.

    Windsor Mill, MD
    8 days ago
  • $72k

     ...satisfaction of a closed deal? We are looking for a resilient Outside Sales & Business Development Representative to dominate our local...  ...information submitted to any DuraServ employee — without a fully executed, written search agreement in place with DuraServ's Talent... 
    Hourly pay
    Long term contract
    Contract work
    For contractors
    Local area

    DuraServ Corp

    Elkridge, MD
    22 days ago
  • $69k

     ...Job Description Job Description Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers...  ...United States or Canada We do not hire candidates residing outside North America Responsibilities Contact provided leads to... 
    Remote job
    Work from home
    Flexible hours

    HMG Careers

    Scaggsville, MD
    a month ago
  • $60k - $70k

     ...Job Title Regulated Medical Waste Sales Representative Job Summary Secures new business by selling Regulated Medical Waste,...  ...Qualifications A. Required Qualifications ~2 years of field/outside sales experience ~ Able and prepared to travel within a... 
    Temporary work
    Live in
    Work at office
    Local area
    Remote work
    Long distance

    Waste Management

    Columbia, MD
    3 days ago
  • $30k - $40k

     ...Outside Sales Representative Jessup - Jessup, MD 20794 Overview Salary Range $50,000.00 - $65,000.00 Base+Commission/month Job Shift Any Travel Percentage Road Warrior Description As an Outside Sales Representative (OSR) for Tireco Distributors (TD), you... 
    Weekly pay
    Monday to Friday
    Shift work

    Tireco, Inc

    Jessup, MD
    20 days ago
  • $50k - $70k

     ...Outside Sales Representative Make a difference, protect lives, and achieve your dreams. Build your career with the industry-leading fire, life safety and security company. The Outside Sales Representative will sell products and services offered by the company to... 
    Base plus commission
    Full time
    Temporary work
    Work at office
    Immediate start

    Pye-Barker Fire & Safety

    Windsor Mill, MD
    5 days ago
  •  ...competitive environment? Working at Bath Fitter , you will be securing Sales while getting clients excited about our premium product. We at...  ...Warranty Control of the entire process, from the start As an Outside Sales Consultant , in this role you will be focusing on selling... 
    Full time
    Local area

    Bath Fitter

    Ellicott City, MD
    2 days ago
  • Outside Sales Representative - Elkridge, MD Job Category: Sales Requisition Number: OUTSI002169 Location: 7045 Troy Hill Drive, Suite 450, Elkridge, MD 21075, USA Piedmont Plastics is the leading independent and privately held distributor of performance plastics in North... 
    Base plus commission
    Currently hiring
    Night shift

    Piedmont Plastics, Inc.

    Elkridge, MD
    5 days ago
  • $100k - $125k

    Overview Outside Sales Representative This opportunity provides: Unlimited earnings with an average of $100,000-$125,000 per year PLUS mileage reimbursement! This position has a weekly base pay plus commission. All leads provided, no cold calls. Flexible work schedules... 
    Base plus commission
    Weekly pay
    For contractors
    Flexible hours

    Roto-Rooter

    Elkridge, MD
    2 days ago
  • $54k

     ...Roofing Outside Sales Representative Hanover, Maryland, United States Roofing Distributor Terrelonge Staffing Solutions is assisting a leading distributor of high-quality roofing products in finding a dynamic and motivated Roofing Sales Representative. This company... 
    For contractors
    Work at office

    Terrelonge Staffing Solutions Inc.

    Hanover, MD
    4 days ago
  • $60k

     ...Outside Sales Representative PA Building Supply brings together three trusted namesJohn H. Myers, Shelly's, and Musselmancombining over a century of service with expanded capabilities. John H. Myers (est. 1916), Shelly's (est. 1923), and Musselman (est. 1911) joined... 
    For contractors
    Local area

    US LBM

    Ellicott City, MD
    5 days ago
  • $70k - $110k

     ...chance to make your mark with the world's largest equipment rental provider, come build your future with United Rentals! As an Outside Sales Rep Mobile Storage at United Rentals, you will be the voice and initial point of contact for our industry leading company. You... 
    Hourly pay
    Full time

    United Rentals

    Elkridge, MD
    5 days ago
  • $65k - $85k

     ...Job Description Job Description Teachers & Educators Ready for a Different Kind of Impact Outside Sales Representative Entry-Level Impact Insurance Agency | Full-Time | Independent Contractor | Local Territory Bring Your Experience Into a New Setting If... 
    Full time
    For contractors
    Local area
    Flexible hours

    The Impact Insurance Agency

    Clarksville, MD
    18 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Outside Sales Executive. Be the first to apply!