Strategic Sales Executive

Syllo

11h•$170,000 - $175,000•Remote

About The Position

Syllo is hiring a Strategic Sales Executive to own the full sales cycle for its largest enterprise opportunities, including AmLaw 200 firms and Fortune 500 legal departments managing complex commercial litigation. The role manages deals averaging $500K+ ARR with sales cycles of 6–18 months and multi-stakeholder buying committees that may include general counsel, chief legal officers, CFOs, and procurement. The successful candidate will close enterprise deals while building durable champion relationships and applying disciplined qualification and forecasting practices. The position translates Syllo’s platform capabilities into matter economics, risk-reduction cases, and executive-level value propositions. The Strategic Sales Executive coordinates technical evaluations and proofs of concept with Solutions Architecture, while owning customer relationships and driving post-close account expansion. The role is remote in the United States. Compensation is listed as $175,000 plus commission and equity options; the United States remote pay range is $170,000–$175,000. Benefits include medical, dental, vision, and voluntary insurance options, vacation, sick leave, paid holidays, access to benefit counselors, and fitness-class reimbursements.

Requirements

At least 7 years of enterprise SaaS sales experience, including closed seven-figure ARR deals.
Closed multi-stakeholder deals at $1,000,000+ ARR and documented quota attainment for the last two years.
Quota attainment at or above plan for the last two full years.
Understanding of how law firms and in-house legal departments make purchasing decisions, including their politics, committees, and budget cycles.
Required experience with Value Selling, MEDDPICC, or an equivalent qualification methodology.
Ability to build and defend a value case to a CFO.
Bachelor’s degree required.
Executive presence and the ability to communicate concisely, credibly, and directly with Managing Partners and General Counsel.

Nice To Haves

Experience selling into legal, compliance, or regulated enterprise environments.

Responsibilities

Own the full enterprise sales cycle from qualified opportunity through signed contract, including discovery, demonstrations, proofs of concept, negotiation, and close.
Build relationships and economic cases with legal leadership, including general counsel, chief legal officers, and CFOs.
Translate platform capabilities into matter economics and risk-reduction outcomes.
Run the MEDDPICC qualification process with complete records and evidence-based forecasting.
Partner with Solutions Architecture to coordinate technical evaluations and proofs of concept while owning the customer relationship.
Stay close to accounts after close and identify expansion opportunities; expansion ACV is as important as new-logo business.