Mid-Market Account Executive, SaaS
$200k - $260kAC Lion Digital Executive Search
Role: Mid-Market Account Executive / AI-Native ITSM SaaS
Location: NYC preferred
*Open to candidates in major markets with strong airport access, including Boston, Chicago, Atlanta, Dallas, San Francisco, Los Angeles, Seattle and Colorado.
Compensation: $100K to $130K base x 2 OTE (~$200-260K+ OTE) + equity
About the Company
Our client is a New York City-based, AI-native IT service management startup that launched in 2026 with a significant seed round co-led by two top-tier venture firms. Its platform builds a live model of the entire organization (employees, applications, devices, permissions, policies, systems and history) and uses AI agents and an automation engine to resolve IT requests and incidents end to end, replacing the manual, ticket-driven workflows that legacy ITSM platforms still depend on.
Key leadership from leading public infrastructure software companies as well as respected names in cloud, AI and enterprise technology. Early Fortune 500 customers are already seeing dramatically faster resolution times and meaningful cost savings.
The Opportunity
We are hiring founding Mid-Market Account Executives to win new logos at 2,000 to 10,000 employee companies. This is a full-cycle hunting role with a faster motion than enterprise: you will generate a significant share of your own pipeline and close fast-moving IT deals.
What You'll Do
- Own the full sales cycle on $150K to $400K ACV deals, from prospecting to close
- Source 50%+ of your own pipeline through outbound and new-logo hunting
- Sell to IT Directors, Service Managers and senior IT leaders
- Uncover ITSM and service management pain and position against incumbent tools
- Help build the mid-market playbook alongside the founding team
What We're Looking For
- Full-cycle AE who sources 50%+ of their own pipeline
- Proven $150K to $400K deal experience, ideally 5+ closed deals in that range
- Consistent 75%+ quota attainment
- Strong outbound, new-logo hunter who is comfortable prospecting cold
- Comfortable selling to IT Directors, Service Managers and senior IT leaders
- Understands ITSM / service management pain points
- Comfortable operating in an early-stage environment without an existing playbook
Why This Opportunity
- Ground-floor founding GTM seat at a well-funded, AI-native company going after a massive, stagnant market
- Sell alongside a founder who has helped scale one of the defining infrastructure software companies
- Backed by top-tier venture investors and advised by senior technology leaders from leading AI, fintech and infrastructure companies
- Great NYC office in the heart of Midtown, open to remote locations in key markets, with travel
- Fast, decisive interview process
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