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Director of Enterprise Sales @ Withpace

USOnsiteFull-time
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About this role

Member of GTM Staff, Director of Enterprise SalesAbout PacePace is the AI operations partner for the world's leading insurers. We combine the speed of AI agents with expert review by our insurance operations team to automate insurance tasks. Almost $400bn per year is spent on outsourcing in financial services outsourcing every year. We’re here to change that working side-by-side with some of the largest insurers in the world.

The roleWe're hiring a Director, Enterprise Sales, reporting directly to the Head of GTM. You'll lead a team of enterprise AEs selling multi-year platform deals into carriers, brokers, and MGAs, and you'll own the team's number. As the Director, Enterprise Sales you will be key in scaling our GTM function, driving revenue growth, and ensuring the team's success.

This is a management role. You won't carry an individual quota. Your leverage is who you hire, how well you coach them, and how tightly you run the process.

In-person, New York.

What you'll doBuild and lead the teamHire, ramp, and develop enterprise AEs, and raise the bar with every hire

Coach on qualification, multi-threading, and executive presence

Set a high-performance culture with clear expectations and fast feedback

Own the numberOwn forecast accuracy and pipeline health for the enterprise segment

Run weekly forecast, pipeline review, and deal inspection with the Head of Sales

Diagnose funnel leakage and fix it at the source: sourcing, qualification, or close

Drive the biggest dealsAct as executive sponsor on our largest opportunities, open doors, hold senior relationships at COO, Chief Claims Officer, and CIO level, and put your AEs in front of them

Keep your team and the applied AI team aligned on POV scoping, technical evaluations, and conversion to production

Unblock enterprise procurement, security review, and legal so deals close on time

Build the motionAssist in territory design, account segmentation, and quota allocation for the segment

Turn what wins into playbooks: discovery frameworks, POV structure, competitive positioning against BPOs and legacy insuretech

Feed the field's signal back into product, pricing, and marketing

What we're looking for4+ years leading quota-carrying enterprise AEs, with a track record of exceeding team target

8+ years in a quota-carrying role

Experience leading teams through six- and seven-figure deals with long, multi-stakeholder procurement cycles

Trained in MEDDPICC or a comparable value-selling framework, and experienced installing it across a team without turning it into paperwork

Comfortable in a technical sale: you can hold your own on how the product actually works and what it will and won't do

Early-stage experience where you built the process rather than inherited it

You measure yourself by how much better your reps get, not by the deals you personally touch

Clear, precise communicator who can translate complexity into decisions

Comfortable with the unglamorous parts of management: performance conversations early, comp and quota discussions, and hiring fast without lowering the bar

Nice to haveInsurance experience: P&C, specialty, life, MGAs, or brokers

Experience displacing incumbent BPO or offshore services spend

Sold AI or automation products where the buyer is an operations leader, not IT

Fluency with Salesforce and revenue intelligence tooling

Compensation & benefitsCompetitive base + variable, with meaningful early-stage equity

Full medical, dental, and vision coverage

Unlimited PTO

In-person, New York City

Pace is an equal opportunity employer. We're building a team that reflects the breadth of the world we're working in, and we welcome applicants from all backgrounds and experiences.

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