Mid-Market Account Executive

Posted 2 Days Ago
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Indianapolis, IN, USA
In-Office
Mid level
Software
The Role
Drive net-new mid-market and emerging enterprise revenue through full-cycle SaaS sales, including prospecting, discovery, demonstrations, executive discussions, negotiation, and closing $50K–$200K+ ACV deals. Build trusted customer relationships, navigate complex buying groups, articulate AI value, collaborate with company leadership, and provide customer insights to influence product and go-to-market strategy.
Summary Generated by Built In
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


Skills Required

  • 2-4 years of successful SaaS sales experience
  • Consistent track record selling to mid-market or enterprise customers
  • Consultative, relationship-focused selling approach
  • Strong discovery and negotiation skills
  • Ability to navigate migrations, renewals, and multi-stakeholder buying groups
  • Strong communication and presentation skills
  • Comfort presenting to executives
  • Interest in AI and its business value
  • Experience in compliance, risk, insurtech, procurement, or legal technology
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The Company
HQ: Indianapolis, IN
75 Employees
Year Founded: 2009

What We Do

myCOI helps our customers handle the everyday tasks of managing certificates of insurance, protecting against underinsured claims, costly litigation and failed audits. Our clients are hard-working individuals and businesses who are exposed to risk due to their industry’s ever-changing rules and regulations. Whether you’re an owner or risk manager worrying about your business’s compliance, or an office manager dreading the stack of COIs waiting to be reviewed and entered into your system, myCOI has the technology and the expertise to make your job easier. We offer both software and services solutions to manage your overall insurance risk and tracking needs.

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