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POS Sales Representative – SkyTab POS
Location:
Manhattan, NY
About Betterpay
Betterpay is an official Shift4 partner, bringing the #1 fastest-growing POS platform to restaurants and hospitality businesses in NYC. With SkyTab, you’ll deliver tech that owners actually need — and earn like an entrepreneur while doing it.
At Betterpay, you don’t just sell. You build equity in your own portfolio: every client you sign becomes part of a book of business that pays you monthly for years to come.
About This Role
This is not just another sales job. As a SkyTab POS Sales Representative with Betterpay, you’ll operate like an entrepreneur — prospecting restaurants and hospitality businesses across NYC, building a portfolio of accounts, and creating long-term residual income. Every client you bring in becomes part of your book of business, generating recurring earnings while you continue to grow. You’ll have the freedom of a business owner with the backing of a team that equips you to win.
What You’ll Be Doing
As a Betterpay SkyTab POS Sales Rep, you’ll:
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Identify, prospect, and build relationships with restaurants, bars, and hospitality businesses across NYC
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Deliver engaging product demos that highlight SkyTab’s competitive edge in speed, features, integrations, and payments tech
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Lead the full entrepreneurial sales cycle: cold/warm outreach → demo → negotiation → close → onboarding → portfolio growth
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Build and protect your own book of business — a portfolio of accounts that generates long-term monthly residuals
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Manage your territory like an entrepreneur: set your strategy, drive your pipeline, and maximize your earnings
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Collaborate with product specialists, relationship managers, and marketing to maximize client success and new revenue opportunities
Compensation
This is a 1099 independent sales position — meaning your earnings are driven by your results, not capped by a salary. If you’re motivated and entrepreneurial, the upside is significant.
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Realistic earnings potential: $50,000 – $250,000+ annually, depending on your drive and portfolio size
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Benefits included — unlike most commission-only 1099 roles, Betterpay provides health, and dental to qualified Sales Reps to support your long-term success
Your compensation is made out of:
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Uncapped commissions on every SkyTab POS system you sell
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Upfront activation bonuses for each new account you close
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Lifetime residuals — recurring monthly income from every account you sign, creating a long-term portfolio that pays you year after year
POS Sales Rep Application
Who We’re Looking For
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Based in or commutable to NYC
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1+ years proven field sales / B2B / hospitality / restaurant experience (closing deals in the door)
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Proven track record of developing sales pipelines, generating new business and exceeding sales targets.
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Comfortable prospecting, knocking doors / face-to-face sales, cold / warm calling
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Strong presentation & relationship skills; persuasive, tenacious, self-starter
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Goal-driven and resilient — you view challenges as opportunities
Nice-to-haves:
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Restaurant industry experience
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Existing network of restaurant / hospitality owners
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Experience with POS / payment solutions or SaaS
How We’ll Set You Up to Win
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Onboarding & training: intensive start-up training plus ongoing coaching
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Ready-made marketing & sales assets (demo materials, collateral)
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Relationship / account management assistance so you can focus on sales
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Tools: sales enablement, CRM, scheduling, demo setup support
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Clear KPIs + career path: top reps are eligible for promotion to Lead / Manager roles
Ready to Make Big Moves?
If you’re driven, hungry for upside, and ready to sell a product people need — we want to hear from you.