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Mid-Market Account Executive

Key Facts

Remote From: 
Indiana (USA)
Full time

Other Skills

  • •
    Negotiation
  • •
    Communication
  • •
    Teamwork
  • •
    Executive Presence
  • •
    Relationship Building
  • •
    Self-Motivation
  • •
    Presentations

Job description

About the job

About illumend

Insurance compliance has been messy for too long. We’re changing that.

Built on 15+ years of expertise from myCOI, illumend is the intelligent platform that simplifies COIs, endorsements, and communication across teams, partners, and brokers—all powered by AI.

We’re backed by real customers, real traction, and rapid growth.


The Role: Mid-Market Account Executive

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. This is a full-time, fully remote role (EST preferred). Minimal travel.


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


Reports to: CEO (close collaboration with COO)

Location: Remote, minimal travel

Benefits: Medical, dental, vision, 401(k) match, generous PTO, modern tech stack


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