Fiscal.ai is looking for a Head of Sales to build and lead our go-to-market organization from the ground up. You will own the full revenue motion and be the key leader driving company growth from $5M to $20M ARR and beyond.

What You'll Do

Own the entire sales function, including pipeline generation, forecasting, deal management, and revenue targets.
Develop and refine the sales playbook, ensuring scalable, repeatable processes for both inbound and outbound motions.
Hire, coach, and manage a team of Account Executives and SDRs to consistently exceed quota.
Partner closely with the CEO and Marketing team to define messaging, target accounts, and campaign strategy.
Manage and forecast pipeline with precision, ensuring accurate revenue visibility and accountability.
Lead by example with direct involvement in strategic and enterprise-level opportunities.
Build and maintain strong relationships with key customers and partners.
Collaborate with Product and Customer Success to ensure a seamless post-sale experience and identify expansion opportunities.

What We're Looking For

8+ years of sales experience.
At least 3 years in a sales leadership role (Head of Sales, Director, or VP).
Proven track record of building and scaling B2B SaaS sales teams from early stage to growth.
Demonstrated ability to meet or exceed multi-million ARR targets.
Deep understanding of sales operations, including forecasting, metrics, and pipeline management.
Excellent leadership and coaching skills with the ability to recruit and develop top performers.
Strong analytical mindset and comfort using data to drive performance.
Exceptional communication and executive presence.

Nice to Have

Experience selling to financial institutions, investment firms, or data-heavy enterprises.
Previous success at a high-growth SaaS startup (Seed–Series B stage).

Team & Environment

You will be the leader building our go-to-market organization from the ground up within our 30-person team. You will report directly to the CEO and founding team. Our culture is built on shaping the future of AI in finance with a supportive, high-performing team that prioritizes collaboration, inclusivity, and outcomes. You'll make your mark in a small team where every hire plays a critical role, working directly with leadership with no bureaucracy. We offer flexibility and growth with opportunities to grow into leadership or strategic roles. We have strong traction and a growing customer base.