SMB Account Executive (Legal AI)

Location: Chicago, United States — onsite

Company

Legora develops an AI-native workspace that helps legal professionals analyze documents and manage end-to-end legal workflows more efficiently.

What you will do

• Manage inbound leads from qualification and product demonstration through close.
• Conduct outbound prospecting through email, LinkedIn, phone, and events within the assigned SMB segment.
• Run discovery, needs assessment, value mapping, negotiation, and closing activities across the full sales cycle.
• Nurture early-stage opportunities with relevant, value-driven follow-up.
• Partner with Sales and Marketing on campaigns, prioritization, events, and go-to-market execution.
• Maintain Salesforce pipeline hygiene, support forecasting, and share market insights to improve positioning and targeting.

Requirements

• 3–4 years of experience in sales or a sales associate role, ideally in SaaS, technology, or financial services.
• Customer-facing experience; SDR or BDR experience is advantageous.
• Familiarity with Salesforce, Outreach, and LinkedIn Sales Navigator.
• Persuasive, concise, and clear written and verbal communication.
• Strong organization and prioritization skills across multiple outreach streams.
• Resilience, coachability, collaboration, and effective cross-functional handoffs.

Culture & Benefits

• In-person work environment in a Chicago office.
• Collaboration with international teams and clients.
• Medical, dental, and vision coverage, with Aetna and Kaiser Permanente medical plan options.
• HSA or Healthcare FSA, parental leave, Maven Clinic access, dependent care FSA, and One Medical membership.
• 401(k) with company match, commuter benefits, life and disability insurance, and unlimited PTO.
• Additional voluntary benefits including identity protection, legal coverage, and pet savings programs.