Mid-Market Account Executive

About the role

We’re hiring a consultative seller who knows how to navigate complexity, influence multiple stakeholders, and close meaningful deals. In this role, you’ll drive net-new mid-market and emerging enterprise revenue. You’ll own the full cycle—from prospecting to close—while serving as a trusted advisor for customers navigating complex insurance compliance challenges.

What You’ll Own

• Drive net-new growth
• Own mid-market and emerging enterprise pipeline, from prospecting to close
• Close strategic deals
• Drive $50K–$200K+ ACV sales with 60–120-day cycles
• High-level conversations
• Run polished discovery, demos, and executive-level discussions
• Become an illumend expert
• Articulate our AI differentiators clearly and confidently
• Collaborate closely with leadership
• Work directly with CEO and COO on key accounts and sales strategy
• Bring insights back
• Share real customer feedback to shape product and GTM

What We’re Looking For

• 2–4 years of SaaS sales success with a consistent track record in mid-market or enterprise
• Consultative, relationship-focused seller with strong discovery and negotiation skills
• Comfortable navigating migrations, renewals, and multi-stakeholder buying groups
• Strong communicator & presenter; polished with executives
• Interest in AI and its business value
• Bonus: experience in compliance, risk, insurtech, procurement, or legal tech

Why Join illumend

• Help build and scale a new AI product early
• Shape the sales playbook and influence product direction
• High trust, high ownership environment
• Weekly coaching + direct access to leadership
• Remote-first flexibility (EST preferred)
• Competitive comp
• Full benefits: medical/dental/vision, 401(k) match, generous PTO
• Modern tech stack