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About the Role
As Jigsaw’s Head of Sales, you will level up an existing sales team and prepare for the challenge of building the go-to-market for a new software category. You will own the launch and scaling of this new category, operating with the freedom to experiment and shaping the product roadmap. You will partner directly with the CEO on strategy while remaining hands-on with the sales team, with opportunities for global travel.
Responsibilities
- Own and evolve Jigsaw's enterprise sales strategy, building on our existing outbound engine while designing the go-to-market for larger, more complex deals
- Shape enterprise selling for a brand-new category, our ELM platform, with real ownership from day one
- Build with a startup's freedom and a scale-up's financial backing
- Nurture, mentor, and grow our existing sales team, adding enterprise capability without resetting what already works
- Shape the product roadmap with our Head of Engineering
- Partner directly with our CEO on Sales Strategy, ensuring we’re segmenting our markets correctly and impacting our customers in the right way
- Build long-term relationships with General Counsel, Heads of Legal Operations, and senior fincorp stakeholders across a global customer base with an opportunity to travel
- Create a flywheel between early wins and reference customers on both sides of the market, advisor and fincorp, to open up adjacent opportunities
Requirements
- Prior experience selling into complex enterprise, multi stakeholder purchase categories - think ERP, contract management, compliance, cyber security, or payments.
- Roll up your sleeves and work with the sales team, join their calls, run demos with clients and demonstrate what good looks like.
- 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, not just closing transactional deals.
- Sales leadership or player-coach experience, you've hired, ramped, and coached teams of 5+ people before.
- Prior experience building a go-to-market strategy, you’re commercially focused and comfortable owning the numbers.
- An analytical, data-led approach to sales efficiency - testing and experimenting rather than sticking to habit.
- HubSpot experience, and you’re comfortable utilising it for workflows and reports, not just filling in fields.
- Genuine fluency with AI, and enthusiasm for pushing that further in how you sell and lead.
- Gravitas and charisma, you’re credible in front of General Counsel and C-suite buyers, and clear, energising, and inspiring with your own team.
- High ownership balanced with genuine collaboration.
- Familiarity with Entity Management Systems, contract lifecycle management, or adjacent legal/compliance software categories.
- Experience leading Marketing, specifically for taking a product to market.
- Experience selling in a marketplace or platform business model with a flywheel sales motion.
Skills
- Enterprise Sales Strategy
- Go-to-Market Strategy
- Sales Leadership
- Mentoring
- Product Roadmap Shaping
- Strategic Partnerships
- Relationship Building
- Sales Flywheel Creation
- B2B Enterprise SaaS Sales
- Revenue Scaling
- Long Sales Cycle Management
- Account Relationship Management
- Team Hiring and Coaching
- Commercial Focus
- Data-led Sales Efficiency
- HubSpot Utilization
- AI Fluency
- Gravitas
- Charisma
- Collaboration
Location
- Global
Work Type
- Full-time
Experience Level
- Sales leadership
- Player-coach experience
- Experience scaling company revenue from $15M +
About the Company
- At Jigsaw, we’re on a mission to transform the way professional services and financial institutions work by helping clients organise, visualise and use their data.
- Our clients include the world’s biggest consultancies, leading financial institutions and top law firms.
- Jigsaw was founded by two seasoned entrepreneurs with a successful track record of building billion-dollar companies.
- Jigsaw is on a growth trajectory in the top quartile of SaaS companies globally.
- We proudly serve thousands of users from nearly two hundred businesses worldwide.
- We thrive on creativity, enthusiasm, and a touch of humour.
- We hire people with high ownership and a bias for action, then trust and empower them.