Aspire Software logo
Aspire Software
Posted 12 days agoVerified live 4h ago

Account Executive

Brief overview

Remote
Sales ClosingB2B SalesHubSpotSales ProspectingSales ForecastingIn-Person SalesProduct DemosLead QualificationHospitality SalesRestaurant TechnologyPOS SystemsTelephony

About the company

Aspire Software logo
Aspire Softwareaspiresoftware.com

Aspire Software is a vertical acquisition software company that owns, operates and manages a portfolio of companies in various industries. It is a sub-organization of Valsoft.

Job description

Summary

Sadie is building technology for hospitality. The company is hiring an account executive to win new restaurant customers across the United States, own the full sales cycle from prospecting to signed agreement, and work closely with onboarding and customer success to ensure smooth handoffs and successful launches.

Responsibilities

  • Win new restaurants, from first visit to signed agreement
  • Most of your time goes on live deals, and most of those deals happen in person. You'll sit down with owners and general managers in their restaurants to learn how the phone is handled today: who answers it, what gets missed during service, and what those missed calls cost in bookings and orders. Then you'll demo Sadie against that picture
  • You'll scope what the restaurant needs, write the proposal, negotiate terms and get the agreement signed
  • Most of the judgement is in qualification. A good demo with someone who can't sign, or a restaurant Sadie can't serve yet, costs you weeks. You're expected to spot that early and move on
  • Build your own pipeline across your territory
  • You'll generate your own leads through outbound outreach, networking and on-site visits. That means planning which neighbourhoods and restaurant groups to work, walking in at the right time of day, and following up until you get a meeting
  • Hit your targets with a forecast you can defend
  • You're measured against monthly and quarterly sales targets, and the expectation is that you hit them consistently. You'll keep every opportunity accurate in HubSpot, so that stage, value and close date mean something to the people who plan around them
  • Represent Sadie where restaurant people meet
  • You'll attend local industry events, restaurant meetups and trade shows across your geography. You'll decide which ones are worth the evening, run the conversations there, and turn them into meetings within the week
  • For a lot of operators, you'll be the first person from Sadie they meet. What they hear from you is what they'll repeat to other owners
  • Hand over accounts that go live well
  • The restaurant buys Sadie, but the guest ringing to book a table decides whether it works. You'll give onboarding and customer success a written record of what you promised, what the owner expects, and what could go wrong
  • If you oversell, the owner finds out on a Friday night and the guest pays for it. Set expectations you can stand behind

Skills

  • * Sound judgement about which deals are real. * Taking responsibility for your number and finishing work without being chased. * Understanding how a restaurant makes money, and caring whether Sadie improves it. * Curiosity about why a deal was lost, and a willingness to change your approach. * The honesty to say a deal is slipping before the forecast says it for you
  • * At least 2 years in a closing sales role, selling software or services to businesses. * A record of meeting targets, and the ability to explain how you did it. * Experience running the whole cycle yourself, from prospecting through to signature. * Comfort with in-person selling, including cold visits and demos in front of a busy owner. * Strong discovery skills. You can find out what an operator needs in fifteen minutes between services. * Clear written communication. Your proposals and follow-ups are accurate and short. * An honest forecast. You'd rather call a deal lost than carry it for another month. * You use AI every day for research, preparation and drafting, and you check what it produces. * You organise your own week across a territory and follow through without being managed
  • You like finding out how a business really works
  • Your schedule follows the restaurant day, and some of your best conversations will happen at three in the afternoon or late at night
  • Owners are busy and sceptical, and many will turn you away mid-service
  • You'll hear no far more often than yes, and you'll still need to be back through the next door the same afternoon
  • Some of the material you'd expect to have, such as local case studies or a settled playbook, may not exist yet, and you'll help build it while carrying a number
  • * Selling to restaurants or other hospitality operators. * Working in a restaurant yourself, front of house or in management. * Selling reservations, POS, telephony or other restaurant technology. * An existing network among restaurant owners in your territory. * Selling AI products to non-technical buyers. * Being an early sales hire at a startup

Qualifications

Must Haves

  • * Sound judgement about which deals are real. * Taking responsibility for your number and finishing work without being chased. * Understanding how a restaurant makes money, and caring whether Sadie improves it. * Curiosity about why a deal was lost, and a willingness to change your approach. * The honesty to say a deal is slipping before the forecast says it for you
  • * At least 2 years in a closing sales role, selling software or services to businesses. * A record of meeting targets, and the ability to explain how you did it. * Experience running the whole cycle yourself, from prospecting through to signature. * Comfort with in-person selling, including cold visits and demos in front of a busy owner. * Strong discovery skills. You can find out what an operator needs in fifteen minutes between services. * Clear written communication. Your proposals and follow-ups are accurate and short. * An honest forecast. You'd rather call a deal lost than carry it for another month. * You use AI every day for research, preparation and drafting, and you check what it produces. * You organise your own week across a territory and follow through without being managed
  • You like finding out how a business really works
  • Your schedule follows the restaurant day, and some of your best conversations will happen at three in the afternoon or late at night
  • Owners are busy and sceptical, and many will turn you away mid-service
  • You'll hear no far more often than yes, and you'll still need to be back through the next door the same afternoon
  • Some of the material you'd expect to have, such as local case studies or a settled playbook, may not exist yet, and you'll help build it while carrying a number

Nice to Haves

  • * Selling to restaurants or other hospitality operators. * Working in a restaurant yourself, front of house or in management. * Selling reservations, POS, telephony or other restaurant technology. * An existing network among restaurant owners in your territory. * Selling AI products to non-technical buyers. * Being an early sales hire at a startup

More jobs like this