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Jigsaw

Head of Sales

Jigsaw

. Own and evolve Jigsaw's enterprise sales strategy .

Posted 9/18/2026full-timeLondon • United KingdomLeadWebsite

Core Competencies

Role fit
Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in B2B Enterprise SaaS Sales with a focus on legal tech and financial services, alongside a proven ability to build and execute go-to-market strategies. Strong leadership skills in mentoring sales teams and fostering long-term client relationships are essential.

Highest-signal resume keywords
B2B Enterprise SaaS SalesGo-To-Market StrategySales LeadershipHubSpot ExperienceAnalytical Sales Efficiency

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills
Sales StrategyRevenue ScalingLong Sales CyclesAccount Relationship ManagementTeam Hiring and CoachingData-Led Sales ApproachAI FluencyEntity Management SystemsContract Lifecycle Management
Soft Skills
MentoringCollaborationGravitasCharisma
Tools & Technologies
HubSpot
Industry Keywords
Legal TechLegal OperationsFinancial ServicesProfessional Services TechnologyMarketplace Sales Model

About the role

Key responsibilities & impact
  • Own and evolve Jigsaw's enterprise sales strategy
  • Build the go-to-market strategy for larger, more complex deals and a brand-new ELM platform category
  • Nurture, mentor, and grow the existing sales team
  • Add enterprise capability without resetting what already works
  • Shape the product roadmap with the Head of Engineering
  • Partner directly with the CEO on sales strategy and market segmentation
  • Build long-term relationships with General Counsel, Heads of Legal Operations, and senior financial-corporate stakeholders
  • Create a flywheel between early wins and reference customers across advisor and financial-corporate markets
  • Join sales calls and run client demos
  • Travel to build customer relationships in person

Requirements

What you’ll need
  • A strong track record in B2B enterprise SaaS sales, selling specifically into legal tech, legal operations, financial services or the broader professional services technology market
  • Experience scaling company revenue from $15M+
  • A track record building long sales cycles and long-term account relationships
  • Existing network of contacts suitable for outreach on day one
  • Sales leadership or player-coach experience
  • Experience hiring, ramping, and coaching teams of 5+ people
  • Prior experience building a go-to-market strategy
  • Commercial focus and comfort owning the numbers
  • An analytical, data-led approach to sales efficiency
  • HubSpot experience, including workflows and reports
  • Genuine fluency with AI
  • Gravitas and charisma with General Counsel and C-suite buyers
  • High ownership balanced with genuine collaboration
  • Nice to have: familiarity with Entity Management Systems, contract lifecycle management, or adjacent legal/compliance software categories
  • Nice to have: experience leading Marketing for taking a product to market
  • Nice to have: experience selling in a marketplace or platform business model with a flywheel sales motion

Benefits

Comp & perks
  • Build with a startup's freedom and a scale-up's financial backing
  • Genuine scope to travel and build relationships in person
  • Opportunity to shape the product roadmap
  • Opportunity to partner directly with the CEO on strategy
  • Opportunity to build long-term relationships across a global customer base