Account Executive

The Role:

• We are looking for a Chicago-based Account Executive to join our founding remote sales team.
• This role reports to the Sales Manager and works with Legal Solutions, Marketing, and Sales Enablement.

What You'll Do:

• Build your own pipeline through outbound and inbound leads in legal and real estate sectors.
• Run a full sales cycle from discovery to close, including product demos and deal negotiation.
• Collaborate cross-functionally to shape go-to-market strategy and provide field feedback.

What We're Looking For:

• 2-5 years of B2B SaaS sales experience with a track record of exceeding quota.
• Strong discovery, qualification, and pipeline-building skills; comfortable with complex sales.
• Based in or willing to relocate to Chicago; this is a fully remote role.

Benefits:

• Competitive base salary ($100k-$150k) with uncapped commission and OTE up to $300k.
• Comprehensive medical, dental, and vision coverage, plus 401(k) match and stock options.
• 20 days paid vacation, flexible work, and $1,200 annual development budget.