Mid-Market Account Executive
$80–$90,000 year
HybridBoston, Massachusetts, United States
Job Summary
Own your territory and run full-cycle SaaS sales from prospecting through close, consistently meeting quota through disciplined execution. Generate pipeline via outbound prospecting, strategic account targeting, and re-engagement of prior opportunities using a mix of email, phone, social outreach, and referrals. Lead consultative, ROI-driven conversations that connect customer challenges to business outcomes while applying structured methodologies like MEDDIC. Navigate multi-stakeholder sales cycles with mid-level and executive buyers, leveraging AI and sales tools to prioritize accounts and improve conversion rates. Collaborate cross-functionally with marketing, customer success, and product teams to deliver a strong customer experience within our Boston-based hybrid team.
Required Qualifications
- 3+ years of SaaS sales experience
- Consistent quota attainment
- Track record of generating own pipeline and closing deals
- Discipline in discovery, qualification, and stakeholder mapping
- Effective communication with mid-level and executive stakeholders
- Ability to take ownership of outcomes
- Ability to maintain performance through challenges or ambiguity
- Onsite three days per week
- Based in Boston office
Desired Qualifications
- Experience with structured sales methodologies (e.g., MEDDIC, Challenger, SPIN)
- Familiarity with compliance, fleet, or workforce management solutions
- Experience using AI or automation to improve prospecting, workflow efficiency, or deal execution
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