Commercial Account Executive

Summary

Join Streamline AI, a B2B SaaS startup, as a Commercial Account Executive to drive customer growth and revenue. You will manage the entire sales cycle, from prospecting to contract signing, focusing on small to mid-size enterprise companies. Build strong relationships internally and externally, and consistently exceed sales quotas. This role demands strong communication, adaptability, and a team-first mentality. The ideal candidate has 3+ years of B2B SaaS sales experience with a proven track record of success in mid-market sales. Streamline AI offers a competitive salary, uncapped commission, unlimited PTO, and comprehensive benefits.

Requirements

• 3+ years total professional experience in B2B SaaS sales
• Proven success selling to mid-market SaaS buyers, with deal in the $25k - $100k range
• Excellent verbal and written communication skills—clear, persuasive, and crisp
• Comfortable navigating ambiguity and adjusting sales strategies as we scale
• Comfortable with delivering and receiving feedback
• Team-first, intellectually curious, empathetic and driven by purpose and performance
• High integrity, low ego, and strong sense of ownership

Responsibilities

• Own and manage the full sales cycle: prospecting, discovery, demos, proposals, negotiation, and close
• Build a deep understanding of our product and how it fits within the legal tech and G&A stack
• Customize demos and use cases based on prospect workflows and pain points
• Ability to foster great internal, cross-functional relationships
• Drive urgency and articulate the business case for change to Streamline AI
• Coordinate seamless handoffs to Customer Success and ensure clear expectations post-sale
• Consistently hit and exceed monthly and quarterly quota targets

Preferred Qualifications

• Experience selling to in-house legal departments or G&A stakeholders
• Background in early-stage startups (Seed–Series A)
• Familiarity with legal tech, workflow automation, or process improvement platforms
• BA, BS equivalent or higher degree

Benefits

• Unlimited PTO plan
• Sequoia benefit offerings
• Health Plan and HSA
• Dental / Vision
• Salary approximately $220K+ OTE to commensurate with experience
• Uncapped commission with accelerators after quotas are met