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SMB Account Executive
Aspire Software. Own the full sales cycle from prospecting and qualification through demo, negotiation, and close .
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