Outside Sales Representative
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 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
- Large per deal bonuses
- 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.
Vacancy posted 1 day ago
Similar jobs that could be interesting for youBased on the Outside Sales Representative in San Antonio, TX vacancy
$30 per hour
...serving residential and commercial clients. We're expanding our sales team and looking for motivated college students to help us scale. Job Description We're hiring Outside Sales Representatives to meet with potential clients, assess properties, and generate quotes...SuggestedFlexible hoursCanopy Land Solutions LLC
San Antonio, TX16 hours ago$50k - $60k
...Outside Sales Representative – HireQuest | San Antonio, TX HireQuest is actively seeking a driven Outside Sales Representative to join our team in San Antonio. This is a true field sales role focused on hunting new business, prospecting, and closing accounts within...SuggestedHireQuest Inc.
San Antonio, TX1 day ago- Outside Sales Representative - Building Materials About the Role Allen & Allen Co. is looking for a driven, relationship-focused sales professional to help grow our presence in the San Antonio construction market. This role is ideal for someone who understands the building...SuggestedFor contractorsImmediate start
- ...organization with endless potential for career growth. Job Description Van Zandt Controls and Eagle Automation is looking for an Outside Sales Representative based out of San Antonio, TX to grow sales in our San Antonio region. If you have an excellent customer service...SuggestedWork at officeNight shift
- Looking for an Outside Sales Rep in the San Antonio area!Mr. Greens has proudly grown into one of the largest privately-owned produce... ...Demand/Work Conditions:The physical demands described here are representative of those that must be met by an employee to successfully...SuggestedLive inLocal area
$150k - $200k
...autonomy - this is the opportunity you’ve been looking for. My client is scaling rapidly and looking for driven, entrepreneurial Outside Sales Reps who want to make a direct impact in a high-growth environment serving OEMs in the electrical equipment space. What You’ll...Work at officeLocal areaFlexible hoursNight shift2 days per week3 days per week- ...Outside Sales Representative – Construction Equipment Rental We are currently looking for an experienced Outside Sales Representative to join a growing construction equipment rental team in the Deer Park market. This is an excellent opportunity for a motivated sales...For contractors
Machine Recruitment
San Antonio, TX4 days ago - ...value, high‑impact solutions that require a skilled and motivated sales professional. You must complete a short PestCo Assessment... ...position. The assessment can be accessed here: Specialty Sales Representative Position Type: Full‑Time Pay: Base Pay plus Commission...Base plus commissionFull timeTemporary workLocal area
$45k
...and advance your career while focusing on meaningful work. The Opportunity Lonestar Forklift is looking for a motivated Outside Sales Representative for our Customer Service Representative in San Antonio, Texas . In this role, you will be responsible for driving new...16 hoursFull timeTemporary workWork at officeFlexible hours- Job Description OUTSIDE SALES REPRESENTATIVE FLSA Status: Exempt Acme Brick Company (a Berkshire Hathaway Company) is an organization of professionals in the manufacturing and building material distribution industry. We manufacture brick and distribute our own brick...Work at officeFlexible hours
- ...analysis with new prospective customers. Develops and presents sales presentations/proposals on products and services that meet customers... ...WORKING CONDITIONS Spends approximately 90% of the time in an outside environment for extended periods in any season, with potential...Work experience placementWork at officeVisa sponsorshipWeekend workAfternoon shift
$150k
Description We are hiring high performing Outside Sales Representatives (In Home Sales) to join our April 13, 2026, sales training class. This is a high-income opportunity for driven individuals who want to earn $150,000+ using a proven sales system, company-provided leads...Local areaFlexible hoursAfternoon shift$60k - $80k
...from your mobile phone! Responsibilities No Sales Experience Necessary, we will train you! As a HomeTeam Inside Sales Representative, you can expect to: Reach out to... ...and work independently Do you like working outside and meeting new people? Can you work flexible...Flexible hours- ...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 current and new clientele. The Outside Sales Representative is...Full timeTemporary workWork at officeImmediate start
$55k - $75k
Overview Outside Sales Representative This opportunity provides: $55,000-$75,000 on average per year PLUS mileage reimbursement. All leads provided, no cold calls. Flexible work schedules Top industry benefits. Founded in 1935, Roto-Rooter is North America's largest...For contractorsFlexible hours- ...Description Corr Tech, 5720 Rittiman Plaza, San Antonio, Texas, United States of America Summary: Sell, build, and maintain customer and sales base within specified territory, responding to all inquiries. Contact and visit customers to build and maintain relationships by...
- Outside Sales Representative page is loaded## Outside Sales Representativelocations: TX - San Antoniotime type: Full timeposted on: Posted Todayjob requisition id: REQ-15516**Who We Are**Working at Reece & Fortiline means being part of a growing global company that brings...Full timeTemporary workWork at officeFlexible hours
- ...yards and one window distribution facility across Austin, Houston, Dallas‑Ft. Worth and San Antonio. A Brief Overview The Outside Sales Representative generates and secures new sales to increase the profitability of the company. This position maintains existing accounts...For contractorsLocal area
$20 - $30 per hour
...our partners become. Omada.ai is changing the game — and we need people on the ground to help lead the charge. We're hiring Field Sales Partners who are hungry, people‑first, and genuinely excited about AI and what it can do for small businesses. In return, we'll put...Full timeFor contractorsLocal areaFlexible hoursShift work- ...Private Companies by Forbes Fastest-Growing Companies by 5000 Looking for a Sales Representative with Industry Knowledge and current experience in selling lumber in the San Antonio area. The Outside Sales Representative (“OSR”) will sell products and services offered by 8...Immediate startFlexible hours
- Overview Outside Sales Representative - San Antonio, TX San Antonio, Texas Job ID: 2602398 Overview This is not just another “Sales Job.” It’s the start of your new Sales Career! Responsibilities At UniFirst, we’re a global leader in uniform rental and facility service...
- Outside Sales Representative - San Antonio, TX VanZandt Controls and Eagle Automation are seeking an Outside Sales Representative to grow sales in the San Antonio region. The candidate will be responsible for leading sales efforts, business development, strengthening relationships...Work at officeNight shift
$80k - $200k
...income potential? Is company culture important to you? Or maybe you have been thinking about switching career paths and moving into sales? NFIB was chosen as a Glassdoor Top 50 Best Places to Work. A sales career with NFIB provides money, mission, mobility, and a culture...Full timeFlexible hours- Are you a driven sales professional with a passion for building relationships and driving growth? We're looking for an Outside Sales Representative in the San Antonio territory to help expand our market presence and strengthen partnerships in the metals industry. If you...
$70k - $90k
Overview Hiring Now: Signage Sales Rep Are you a results-driven sales professional with experience in the Architectural or Commercial Signage industry? We're partnering with a leading signage company looking to bring on a Signage Sales Rep who knows how to develop relationships...- Overview The Sales Representative - PSD Prime Sales is responsible for promoting products and services to existing customer base while expanding... .... All incumbents may be required to perform duties outside of their normal responsibilities, as needed. #LI-HCT EEO Notice...Work at officeNight shift
- ...solutions in the chemical injection and remote power sectors of the Oil and Gas industry. They are actively looking for an Outside Sales Representative for South Texas. The ideal candidate has knowledge of oilfield operations and production equipment with proven new sales...Contract workRemote work
- ...with a philosophy that we are much more than a brick manufacturer and distributor. Summary We are currently seeking an Outside Sales Representative with excellent organization skills and a personable disposition. The ideal candidate has a natural ability to roll with...Full timeWork at officeFlexible hours
- ...you to see why our customers prefer us over our competitors. We are currently seeking a highly qualified candidate to fill an Outside Sales position in the San Antonio/Austin/South Texas Valley area whose primary focus would be on the frac/oilfield industry. Essential...Work at officeWork from home
$55k
Caprock Rentals is seeking a motivated Outside Sales Representative to join our growing team. The ideal candidate is driven, organized, and comfortable building new business while maintaining strong customer relationships. This role will focus on expanding our presence...For contractorsWork at officeNight shift
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Outside Sales Representative. Be the first to apply!
Related searches
- online sales consultant San Antonio, TX
- sales representative manufacturing San Antonio, TX
- pre-sales consultant San Antonio, TX
- commercial insurance agent San Antonio, TX
- field agent San Antonio, TX
- medicare sales agent remote San Antonio, TX
- remote sales representative San Antonio, TX
- senior sales representative San Antonio, TX
- life science sales representative San Antonio, TX
- sales representative insurance San Antonio, TX