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Square Cuts More Custom Pricing Deals For Merchants And Ramps Up Sales Hiring

This past week brought the news of a fairly significant development for Square — the rollout of Square Stands in bars, Whole Foods restaurants, and other venues.  This comes a year-and-a-half after the huge deal …

TechCrunch Leena Rao

Context & Ripple Effects

By February 2014, Square has been climbing upmarket for years: an Apple retail distribution push back in April 2011 gave the dongle mainstream shelf presence, and an August 2012 monthly-pricing option with zero swiping fees was the first crack in its flat-rate model. This week's move completes that arc — confirmed custom pricing deals for individual merchants, a hiring ramp for sales staff, and Square Stand deployments in bars and Whole Foods restaurant counters.

The significance is what the combination signals: a company built on frictionless self-serve signup is now negotiating contracts and staffing a salesforce, which means its largest-volume merchants are no longer paying the same rate as a coffee cart.

First-order effects

  • High-volume merchants like Whole Foods' restaurant counters and bars get individually negotiated rates instead of the standard flat percentage, directly trimming Square's take on its biggest transaction flows.
  • Square's new sales hires shift merchant acquisition from purely self-serve signups to targeted pursuit of multi-register venues that need the Square Stand hardware.

Second-order effects

  • Once large accounts are priced case-by-case, every rival processor faces pressure to field its own negotiation teams rather than compete only on published rates, compressing margins across the card-acceptance market.
  • Bundling hardware (the Stand) with negotiated pricing raises switching costs for bigger venues, making Square's installed base stickier even as per-swipe revenue thins.

Third-order effects

  • If the pattern holds, small-business card acceptance splits into two tiers — self-serve flat rates for tiny merchants and bespoke contracts for chains — eroding the one-price-for-everyone model that made mobile readers disruptive in the first place.
  • Hardware-plus-sales distribution points toward point-of-sale becoming a full account-management business, where processors win by owning the counter rather than the dongle.

The trend: Mobile payments providers are trading their flat-rate, self-serve origins for negotiated, hardware-anchored merchant relationships as they chase high-volume venues.