Remote Enterprise LegalTech Sales Executive

Syllo; United States; Remote; USD 170,000 - 175,000; Full time

Benefits offered by this job

Commission

Equity options

Health benefits

Job summary

Syllo, a leading litigation AI company, seeks a Strategic Sales Executive to close enterprise deals with AmLaw 200 firms and Fortune 500 legal departments. You will manage the full sales cycle, with average deals around $500K+ ARR and 6–18 month cycles.

You will build relationships with GC, CLO, CFO, and procurement, run MEDDPICC, and partner with Solutions Architecture to run proofs of concept. This remote USA role rewards performance with commission and equity.

Qualifications

• 7+ years of enterprise SaaS sales experience with 7-figure ARR deals.
• Proven quota attainment for the last two full years.
• Experience selling into legal/compliance environments preferred.
• Value Selling, MEDDPICC or equivalent qualification methodology required.

Responsibilities

• Own the full enterprise cycle from qualified opportunity through signed contract.
• Sell to GC, CLO, and CFO with business cases.
• Run MEDDPICC with precision and credible forecast.
• Coordinate technical evaluation with Solutions Architecture.
• Drive expansion after close.

Skills

Enterprise closing

Legal buyer fluency

MEDDPICC discipline

Executive presence

ROI fluency

Education

Bachelor's degree

Job description

Syllo, a leading litigation AI company, seeks a Strategic Sales Executive to close enterprise deals with AmLaw 200 firms and Fortune 500 legal departments. You will manage the full sales cycle, with average deals around $500K+ ARR and 6–18 month cycles.

You will build relationships with GC, CLO, CFO, and procurement, run MEDDPICC, and partner with Solutions Architecture to run proofs of concept. This remote USA role rewards performance with commission and equity.