Mid-Market Account Executive

My Coi LLC

$80K — $120K *
Enterprise Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 2-4 years of successful SaaS sales experience
  • Consultative and relationship-focused selling skills
  • Strong discovery and negotiation abilities
  • Ability to engage multi-stakeholder buying groups
  • Excellent communication and presentation skills
  • Interest in AI applications in business
  • Bonus: background in compliance, risk, insurtech, procurement, or legal tech

Responsibilities

  • Drive new growth in mid-market and emerging enterprise sectors
  • Manage pipeline from prospecting to closing deals
  • Close strategic sales with contract values between $50K-$200K
  • Conduct discovery sessions, product demos, and high-level discussions
  • Become an expert on illumend's AI products and differentiate them effectively
  • Collaborate with leadership, including the CEO and COO, on key accounts
  • Provide insights from customer interactions to inform product and sales strategy

Benefits

  • Build and scale a new AI product in its early stages
  • Influence the sales playbook and product direction
  • Work in a high-trust, high-ownership environment
  • Receive weekly coaching and direct support from leadership
  • Enjoy remote work flexibility, preferably on EST
  • Access to a comprehensive benefits package including medical, dental, vision, and 401(k) matching
  • Generous paid time off and modern tech stack
Full Job Description
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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