Sales_Underwriting, Agentic AI

Strategic Recruiting; United States; Remote; USD 60,000 - 80,000; Full time

Job summary

A fast-growing Insurtech company in the U.S. is seeking a Sales Director to lead new-business acquisition. The ideal candidate will have 7-10 years of enterprise SaaS sales experience, particularly in the U.S. insurance or specialty lines markets. This role offers competitive base salary plus uncapped commissions, comprehensive health benefits, and professional development opportunities.

Benefits

Competitive base salary

Aggressive uncapped commission plan

401(k) with company match

Quarterly team off-sites

Budget for events and professional development

Qualifications

• 7 - 10 years of quota-carrying enterprise SaaS sales experience.
• Documented success in high-growth start-ups.
• Deep understanding of U.S. insurance operating models.

Responsibilities

• Own new-business acquisition in the United States.
• Build and execute an outbound strategy targeting senior leaders.
• Cultivate C-suite and VP-level relationships within carriers.

Skills

Quota-carrying enterprise SaaS sales experience

Selling into U.S. insurance markets

Building playbooks independently

Stakeholder engagement

Consultative selling skills

Job description

Overview

KEY WORDS: Agentic AI, Underwriting, Fast Growth, Wide Open Territory

• Company is a fast-growing UK Insurtech that’s helping carriers around the world rewrite the rules of underwriting.
• Our platform turns messy submissions into quote-ready insight in seconds, so insurers can price risk smarter, move faster, and grow profitably.
• We’ve already laid strong foundations in North America and sparked real excitement among leading specialty and commercial insurers.
• Now we’re looking for an ambitious, self-starting Sales Director to build on that momentum, someone who thrives when the playbook is still being written, loves the hunt of a complex sale, and is ready to be the flag-bearer for the Company brand across the U.S. and Canada.

Role Overview

• You will own new-business acquisition in the United States, with a focus on Tier 1/Tier 2 carriers, reinsurers and MGAs in specialty lines. You will identify whitespace accounts, open doors from scratch, run a structured consultative sales process and close multi-year SaaS deals while collaborating thoughtfully with pre-sales, product and executive leadership in both the US and UK. To begin with this is a pure sales hunter role but with ample room to progress.

Key Responsibilities

• Pipeline Generation & Prospecting: build and execute an outbound strategy (cold-calls, email, social, events) targeting senior underwriting, innovation and data leaders.
• Deal Management: run discovery, product demos, proposals, pricing and contract negotiations through close with MEDDIC underpinning your sales work.
• Stakeholder Mapping: cultivate C-suite and VP-level relationships within carriers, reinsurers and MGAs; leverage your personal network to accelerate access.
• Market Intelligence: relay customer feedback and competitive intel to Product & Marketing; help refine US go-to-market messaging.
• Thought Leadership: represent Company at industry forums and conferences; speak on panels and publish viewpoints on specialty-insurance innovation.

Required Experience & Qualifications

• 7 - 10 years of quota-carrying enterprise SaaS sales experience, with at least 5 years selling into U.S. insurance or specialty-lines markets
• Documented success in a high-growth start-up / scale-up (Series A - C preferred): you’re comfortable with ambiguity, limited resources and building playbooks yourself.
• Deep understanding of U.S. carrier/MGA operating models and value drivers, underwriting workflows, reinsurance structures, and regulatory environment.
• Existing senior contacts across major carriers, reinsurers and MGAs throughout North America; able to open doors on day one.
• Demonstrated hunter mentality, consistent over-achievement of ARR targets via cold outreach, multi-stakeholder deal orchestration and creative deal structuring.
• Self-starter who works independently in a remote environment while partnering seamlessly with cross-functional and international teams.
• Willingness to travel ~(client on-sites, industry events, London HQ visits).
• Strong executive presence, consultative selling skills and financial acumen; able to quantify ROI and build business cases.

What We Offer

• Competitive base + aggressive, uncapped commission plan.
• Comprehensive health (U.S. plan).
• 401(k) with company match.
• Quarterly team off-sites in London or NYC.
• Opportunity to grow the business and organization in North America.
• Budget for industry events, conferences and professional development.

Annual Salary: MARKET based