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Aspire Software

Account Executive

Aspire Software

. Win new restaurant customers from first visit to signed agreement .

Posted 9/25/2026full-timeCanadaJuniorMid-LevelWebsite

Core Competencies

Role fit
Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in closing sales, particularly in the restaurant and hospitality sectors, with a strong focus on relationship building, accurate forecasting, and effective communication. Proficient in utilizing AI for research and proposal drafting while maintaining a structured approach to territory management and pipeline development.

Highest-signal resume keywords
Closing Sales ExperienceIn-Person Selling SkillsProposal WritingAI Utilization for ResearchRestaurant Industry Knowledge

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills
Sales Target AchievementPipeline DevelopmentProposal DraftingNegotiation SkillsOpportunity Qualification
Soft Skills
Strong Discovery SkillsClear Written CommunicationSelf-Organization
Tools & Technologies
HubSpotAI Tools for Research
Industry Keywords
Restaurant TechnologyHospitality SalesCold OutreachCustomer SuccessTrade Show Participation

About the role

Key responsibilities & impact
  • Win new restaurant customers from first visit to signed agreement
  • Find restaurants through outbound outreach, networking and on-site visits
  • Meet owners and general managers in person to understand phone-handling challenges
  • Demonstrate Sadie against the restaurant's needs
  • Scope requirements, write proposals, negotiate terms and secure signed agreements
  • Qualify opportunities and identify unsuitable deals early
  • Build a pipeline by planning territories, visiting neighbourhoods and restaurant groups, and following up to secure meetings
  • Meet monthly and quarterly sales targets
  • Maintain accurate opportunity stages, values and close dates in HubSpot
  • Attend local industry events, restaurant meetups and trade shows; convert conversations into meetings
  • Provide onboarding and customer success with written records of commitments, expectations and risks
  • Research restaurants, prepare demos, draft proposals and follow-ups, and plan territory using AI
  • Own the forecast and decide where to focus time and which deals to pursue within agreed pricing and terms

Requirements

What you’ll need
  • 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
  • Clear written communication; proposals and follow-ups must be accurate and short
  • Honest forecasting
  • Daily use of AI for research, preparation and drafting, with verification of its output
  • Ability to organise your own week across a territory and follow through without being managed
  • Useful experience includes selling to restaurants or hospitality operators; restaurant front-of-house or management experience; selling reservations, POS, telephony or other restaurant technology; an existing network among restaurant owners; selling AI products to non-technical buyers; and being an early sales hire at a startup