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Aspire Software

SMB Account Executive

Aspire Software

. Own the full sales cycle from prospecting and qualification through demo, negotiation, and close .

Posted 9/26/2026full-timeRemote • United StatesMid-LevelSenior💰 $75,000 - $85,000 per yearWebsite

About the role

Key responsibilities & impact
  • Own the full sales cycle from prospecting and qualification through demo, negotiation, and close
  • Identify and develop prospective service provider customers
  • Build pipeline through cold calling, email, social outreach, networking, and creative prospecting
  • Lead discovery conversations to understand prospects' businesses, workflows, pain points, and growth goals
  • Demonstrate how Dispatch improves field operations, customer experience, visibility, and efficiency
  • Build relationships with business owners, operators, and key decision-makers
  • Navigate questions and objections and create urgency around business challenges
  • Maintain an accurate pipeline and move opportunities toward decisions
  • Partner with Sales, Marketing, Customer Success, and Product to share market feedback and improve sales execution
  • Refine messaging, processes, and tactics for the Service Provider sales motion
  • Complete sales training and onboarding
  • Learn the service industry and Dispatch's solutions
  • Build a territory and prospecting strategy
  • Achieve activity, conversation, and new business targets
  • Build relationships within the Service Provider market and represent Dispatch in customer meetings and industry conversations

Requirements

What you’ll need
  • 3+ years of SaaS or software sales experience, ideally in a full-cycle closing role
  • Proven ability to generate a meaningful portion of your own pipeline
  • Track record of achieving or exceeding sales targets
  • Experience managing multiple opportunities across a fast-moving sales cycle
  • Strong discovery skills and curiosity about customer businesses
  • Confidence communicating value to business owners and operational leaders
  • Ability to simplify technology and connect product capabilities to practical business outcomes
  • Self-starter mentality with ownership, urgency, and accountability
  • Comfort improving the sales playbook in an evolving environment
  • Curiosity and comfort with AI-enabled tools
  • Bachelor's degree or equivalent experience preferred
  • Proven ability in pipeline building, hunting, prospecting, cold calling, networking, and lead generation
  • Excellent communication, presentation, discovery, and relationship-building skills
  • Strong organization and pipeline management habits
  • Comfort using sales tools, data, and AI for prospecting, outreach, forecasting, and productivity
  • Proficiency in Salesforce preferred
  • Strong work ethic and drive to improve performance
  • Ability to work remotely
  • Ability to move quickly while exercising sound judgment
  • Experience selling to SMBs, service providers, contractors, field service organizations, or the trades is a plus

Benefits

Comp & perks
  • Uncapped earning potential
  • Remote-first flexibility with optional Boston office access
  • Professional development reimbursement program
  • Generous medical, dental, and vision package with 90% covered by us
  • Paid parental leave
  • 401k with company match
  • Company sponsored Life Insurance coverage
  • Short term disability
  • Long term disability
  • Wellness and adventure fund
  • Monthly personal Uber credits
  • Flexible Paid Time Off (PTO)
  • 9 company holidays
  • Flexible work schedule
  • Growth opportunities and talent development
  • Fun, casual team environment