Strategic Sales ExecutiveLocation: Remote, USA
Department: GTM - Sales
About the roleClose the enterprise deals that define a category.
This role owns the full sales cycle for Syllo's largest opportunities - AmLaw 200 firms and Fortune 500 legal departments running complex commercial litigation. Average deal size is $500K+ ARR with 6-18 month cycles. You will manage multi-stakeholder buying committees that include GC, CLO, CFO, and procurement, and you will close.
We are looking for an enterprise closer who has sold to legal buyers, runs a disciplined qualification process, and builds champion relationships that survive committee scrutiny. The market is real, the product is differentiated, and the demand is proven.
What you will do- Own the full enterprise cycle: From qualified opportunity through signed contract. You are responsible for the deal - discovery, demo, proof of concept, negotiation, close.
- Sell to legal leadership: Build relationships and economic cases with GC, CLO, and CFO. Translate platform capability into matter economics and risk reduction.
- Run MEDDPICC with precision: Maintain complete qualification records. Forecast is not aspiration - it is evidence.
- Partner with Solutions Architecture: Coordinate technical evaluation and proof of concept. Own the relationship; share the technical depth.
- Drive expansion: In a post-close world, the best AEs stay close to accounts and surface expansion signals. Expansion ACV is as important as new logo.
What you bring- Enterprise closing experience: You have closed multi-stakeholder deals at $1,000,000+ ARR with documented quota attainment for the last two years.
- Legal buyer fluency: You understand how law firms and in-house legal departments make purchasing decisions - the politics, the committee, the budget cycle.
- MEDDPICC discipline: You do not forecast deals you cannot qualify. You know the difference between a champion and a cheerleader.
- Executive presence: You can hold a room with a Managing Partner or General Counsel. Concise, credible, direct.
- ROI fluency: You can build and defend a value case to a CFO, not just a practitioner.
Experience and qualifications- 7+ years of enterprise SaaS sales experience with closed deals 7 figure ARR deals.
- Demonstrated quota attainment - at or above plan - for the last two full years.
- Experience selling into legal, compliance, or regulated enterprise environments preferred.
- Value Selling, MEDDPICC or equivalent qualification methodology required.
- Bachelor's degree required.
Total rewards and benefitsAt Syllo, we believe in taking care of our team so they can focus on building the future of legal tech.
Compensation: $175,000 + Commission and equity options.
Benefits: Medical, dental, vision, and voluntary insurance options. Vacation, sick leave, and paid holidays. Access to benefit counselors and fitness class reimbursements.
Growth: Annual learning and development budget and real career growth in a fast-scaling organization.
United States - Remote Pay Range
$170,000-$175,000 USD
