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Mid-Market Account Executive, Sales

Pop-Up Talent
Indianapolis, IN Full Time
POSTED ON 5/22/2026 CLOSED ON 6/4/2026

What are the responsibilities and job description for the Mid-Market Account Executive, Sales position at Pop-Up Talent?

Mid-Market Account Executive (sales)

Indianapolis, IN 46250

  • Salary: OTE 160K (50/50 with an 80K salary and a chance to make the other 50% on variable and bonus)
  • Insurance compliance has been messy for too long. We're changing that.


ABOUT US:

  • 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:

  • At least 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:

  • 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


We are an equal opportunity employer, and we are an organization that values diversity. We welcome applications from all qualified candidates, including minorities and persons with disabilities.


req26-00323

Salary : $80,000 - $160,000

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