Job Description
Join our award-winning sales team as a Senior Outside Sales Representative in Boston. We're seeking a driven professional to expand our footprint in the Northeast territory. This high-impact role combines strategic relationship-building with results-driven execution in a dynamic, commission-driven environment. Enjoy uncapped earning potential, comprehensive benefits, and clear career advancement pathways.
What We Offer:
• Competitive base salary with uncapped commission structure
• Comprehensive health, dental, and vision insurance
• Company-provided vehicle and expense account
• $5,000 annual professional development budget
• Remote-friendly work model with 3 days in-office collaboration
Responsibilities
- Generate new business through strategic prospecting, cold outreach, and networking events
- Develop and execute territory-specific sales plans to exceed quarterly targets
- Conduct face-to-face client meetings and product demonstrations
- Manage full sales cycle from lead qualification to contract negotiation
- Collaborate with marketing team to develop targeted campaign strategies
- Maintain accurate CRM records and provide weekly sales pipeline reports
- Identify and leverage upsell opportunities within existing client portfolios
Qualifications
- 5+ years proven experience in B2B outside sales with track record of exceeding quotas
- Strong technical aptitude to quickly understand complex SaaS products
- Exceptional presentation and negotiation skills with C-level executives
- Proficiency in Salesforce, HubSpot, or equivalent CRM platforms
- Valid driver's license with clean driving record
- Bachelor's degree in Business, Marketing, or related field
- Experience selling in enterprise-level ($50k+ deals) environments
- Ability to travel 60-70% of time throughout assigned territory