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Senior Sales Leader | Scrabble & Jigsaw

full-time
Posted on 02-09-2026

Job Description

Overview

Scrabble is seeking Senior Sales Leader to spearhead the next phase of growth for an AI Native Fintech in the US market. This role involves owning the US revenue strategy, leveraging existing relationships within public companies, and transitioning the sales process from founder-led to a scalable enterprise go-to-market (GTM) motion. The successful candidate will work closely with the CEO and founding team to expand market presence, build a high-performing sales organization, and drive strategic enterprise deals.

Responsibilities

  • Own US revenue growth and develop a comprehensive enterprise sales strategy aligned with company goals.
  • Leverage an established network of US public company CFOs, Controllers, and senior finance/accounting leaders to generate new business opportunities.
  • Build and nurture relationships with key stakeholders in public companies, including CFOs and finance leaders.
  • Personally lead and close strategic enterprise deals, establishing a repeatable and scalable sales process.
  • Collaborate with Gana Misra, CEO & Co-Founder, and the founding team on GTM strategy, positioning, and market expansion initiatives.
  • Build, scale, and mentor the sales organization as the business grows, including hiring and developing new team members.

Qualifications

  • 10+ years of enterprise SaaS sales experience within financial technology, accounting, reporting, compliance, GRC, or financial data sectors.
  • Proven track record of selling to US public companies with a strong network of CFOs, Controllers, and senior finance/accounting leaders.
  • Demonstrated success in closing complex, multi-stakeholder enterprise deals.
  • Experience in building and scaling sales teams within early-stage SaaS companies.
  • Builder mindset — comfortable owning strategy while remaining hands-on with key accounts and deals.
  • Strong understanding of enterprise SaaS sales cycles and market dynamics.
  • Excellent communication, negotiation, and relationship-building skills.
  • Bachelor’s degree in Business, Finance, or related field; advanced degrees or relevant certifications are a plus.

Preferred Skills

  • Existing network within US public companies and familiarity with their financial reporting processes.
  • Experience working closely with CFOs, Controllers, and senior finance teams.
  • Ability to develop and execute scalable sales processes.
  • Strong leadership qualities with the ability to mentor and grow a sales team.
  • Knowledge of financial reporting, compliance, or related SaaS solutions.

Experience

  • Minimum of 10+ years of enterprise SaaS sales experience, particularly in financial technology, accounting, or related fields.
  • Demonstrated success in selling to US public companies and managing multi-stakeholder enterprise deals.
  • Experience in early-stage SaaS companies, with a focus on building and scaling sales teams.

Environment

  • The role is based in the US, with options for remote or hybrid work.
  • The position involves collaborating closely with the founding team and working in a fast-paced, innovative startup environment.
  • The candidate should be comfortable working independently and managing a growing sales organization.

Salary

Compensation is open and commensurate with experience and seniority.

Growth Opportunities

This role offers a clear pathway toward broader commercial and GTM leadership within the Org as the company scales and expands its market presence.

Why this Opportunity

  • Opportunity to work at an early inflection point with a direct impact on US growth.
  • Close collaboration with company founder.
  • Potential for career advancement into broader leadership roles as the company grows.
  • Competitive compensation package based on experience.
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