Sales Director – Mid Market (Remote)

Company shown to members 🔒 · Remote · US only

US onlySeniorPublished 22 October 2026Looks fresh

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First recorded by Psst: 23 October 2026. Your first 3 jobs are free to apply to (the first right away, 2 more with your email). After that, the company and the apply link are for Psst members, from $4.99 for 7 days.

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The 20-second read

Experience
Senior
Where you can live
US only
Skills and tools
hubspot, forecasting, quota, crm, b2b

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Job details

Where you can work
United States
Employment type
Not stated by the employer
Advertised pay
Not stated by the employer
Experience
Senior
Employer publication date
22 October 2026
First recorded by Psst
23 October 2026
Last checked at the source
10 November 2026

About the job

Sales Director – Mid Market (Remote)

Welcome to the company , where we empower restaurants to focus on what matters most: the guest experience!

Have you ever used a tablet to pay at a restaurant? We pioneered the pay-at-the-table concept and we’re cooking up a plan to transform the restaurant industry. Our recipe for success has been adapting and growing to exceed the needs of our clients, such as Olive Garden, Texas Roadhouse, Chili’s and more – helping them create an experience that keeps guests coming back. Today we have a full menu of solutions, from hardware to software to cloud-based and AI driven products, all focused on helping them create the best guest experience possible to grow their bottom line.

Our secret sauce? Our people! Every day, they’re cooking up bold solutions, making the company the leading pay-at-the-table provider in the industry.

Want a seat at our table? The Sales Director -Mid Market owns new-logo revenue with regional and emerging restaurant groups, typically 10 to 100 locations. This is a quota-carrying, full-cycle role: you find the accounts, build the business case, close the deal and stay with the account through a successful launch. This person will report to the SVP of Mid Market Sales.

The Main Course – Responsibilities

In your first year, success looks like this

  • A qualified mid-market pipeline built and kept at 3–4x quota
  • New-logo revenue targets met or exceeded
  • Your first referenceable mid-market customers launched, with documented results on revenue, table turns or guest return rate
  • A repeatable mid-market sales playbook (ideal customer profile, discovery, ROI model, pilot criteria) that the team can scale
  • Identify and systematically engage key mid-market decision-makers and C-level executives.

What You'll Do

  • Build and close new business.  Prospect, qualify and close new mid-market restaurant groups in your territory, with full ownership of pipeline, forecast and bookings.
  • Sell outcomes, not devices.  Run discovery on each operator's guest experience and revenue gaps, such as check average, table turn time, guest return rate, tip performance and staff turnover. Then connect the company solutions directly to those KPIs.
  • Build the business case.  Create ROI models from our performance data and the prospect's own numbers. Present them to owners, COOs, CFOs and marketing leaders.
  • Run tight pilots.  Define success criteria at the start, lead the pilot to a clear result and turn that result into a full rollout.
  • Manage multiple buyers efficiently.  Align operations, marketing, IT and finance without enterprise-length sales cycles.
  • Negotiate and close.  Work with legal and sales leadership on pricing, terms and contracts.
  • Create proof.  Turn wins into referenceable customers, case studies and results data that speed up the next deal.
  • Shape the playbook.  Report what's working in the market on positioning, competitors, pricing and ideal customer profile so we can refine our mid-market strategy.

What You Bring To The Table – Qualifications

Required

  • 8+ years of B2B software or platform sales, including 5+ years closing new logos as an individual contributor
  • A documented record of meeting or beating quota (expect to walk us through the numbers)
  • Experience selling to restaurant or hospitality operators, such as owners, COOs and VPs of Operations or Marketing
  • A history of selling on business outcomes like revenue lift, guest engagement or labor efficiency, not just features or price
  • Comfort building ROI models and business cases, and defending them with a CFO
  • Experience closing deals with several stakeholders in sales cycles of about 3 to 9 months
  • Willingness to travel for client meetings, pilots, trade shows and industry events (roughly 30–40%)

Preferred

  • Experience selling restaurant tech in guest engagement, loyalty, ordering, payments or POS
  • Experience as an early or founding seller in a new segment, building the playbook as you go
  • Fluency with a CRM (HubSpot preferred) and a disciplined approach to forecasting

The company  is an Equal Opportunity employer offering competitive benefits and compensation. Candidates must be eligible to work in the U.S.  No agencies or third-party recruiters, please.

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