Mid-Market Account Executive, AI Insurance Platform

Fulcrum Technologies, Inc.; New York (NY); On-site; USD 200,000 - 250,000; Full time

Benefits offered by this job

Competitive salary

Meaningful equity

Health, dental & vision

Team off-sites

Job summary

Fulcrum Technologies, Inc. is hiring a Mid-Market Account Executive to own a segment of the insurance brokerage market across the U.S.

You will run a full sales cycle from outbound prospecting to close, sourcing most of your own pipeline and engaging directly with founders and GTM leadership. You will build structured discovery and tailored demos with mid-sized brokerages, manage 30–50 active opportunities, and contribute to messaging and product feedback.

Qualifications

• 5+ years of B2B closing experience with $50K+ ACV deals.
• Source most of your own pipeline via outbound like a craft, not just volume.
• Write and speak with precision—outreach gets replies and demos move deals.
• Energetic and coachable, comfortable in ambiguity and fast-moving environments.

Responsibilities

• Own a mid-market territory end-to-end: prospecting, qualification, demo, negotiation, and close.
• Build self-sourced pipeline through cold outreach, sequencing, referrals, and events.
• Run structured discovery and tailored demos with Operations, IT, and C-suite stakeholders at mid-sized brokerages.
• Manage 30–50 active opportunities with CRM hygiene and disciplined follow-up.
• Collaborate with GTM and product teams to sharpen messaging and surface objections.

Skills

B2B closing

Pipeline sourcing

Discovery & demos

CRM hygiene

Cross-functional collaboration

Competitive mindset

Tools

Salesforce

Gong

Veeva

Apollo

Job description

Fulcrum Technologies, Inc. is hiring a Mid-Market Account Executive to own a segment of the insurance brokerage market across the U.S.

You will run a full sales cycle from outbound prospecting to close, sourcing most of your own pipeline and engaging directly with founders and GTM leadership. You will build structured discovery and tailored demos with mid-sized brokerages, manage 30–50 active opportunities, and contribute to messaging and product feedback.