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RillaRillaNew York, NY

Enterprise Account Executive

Enterprise Account Executive hunting and closing 7-8 figure deals with Fortune 1000 field-heavy enterprises using conversation intelligence SaaS. Requires 3-4+ years Enterprise SaaS sales experience, hunter mentality, technical fluency, and ability to lead complex sales cycles.

120k – 125k/yr
On-site3+ YOEAccount Executive

About the role

What You’ll Do

  • Run the full Enterprise cycle: outbound prospecting, multi-stakeholder discovery, tailored demos, ROI modeling, negotiations, and closing
  • Sell directly to C-Suite, VPs, Directors, and operational leaders across field-heavy enterprises
  • Lead multi-threaded, complex sales cycles with cross-functional support (Solutions, Product, SEs, CSMs)
  • Develop deep expertise in multiple verticals and bring market intelligence back to the org
  • Build playbooks and repeatable processes as one of the first Enterprise AEs on the team
  • Forecast with precision while managing 10-15 active opportunities
  • Establish Rilla as the category leader in every new vertical we open

What You Need

  • 3-4+ years of Enterprise SaaS sales, consistently closing 7-8 figure ACVs
  • Proven success selling into large, Fortune 1000 companies
  • Strong technical fluency — comfortable demoing, discussing integrations, API/ workflow mapping, and partnering with technical stakeholders
  • A true hunter mentality: evidence of consistent self-sourced pipeline generation and strong outbound muscle
  • Operates with grit, speed, and obsession — thrives in high-growth, high-intensity environments
  • Highly coachable, curious, and competitive
  • Exceptional written and verbal communication skills — able to lead rooms of senior executives and command attention

Benefits

  • Medical, dental, and vision insurance
  • Breakfast, lunch, dinner, and snacks provided 6 days/week
  • Gym membership
  • Commuter benefits
  • Relocation assistance
  • Take-what-you-need PTO
  • $1,000 annual learning & development stipend
  • All necessary tech equipment
  • Rent stipend for qualifying employees relocating to NYC

Skills

Enterprise Saas SalesOutbound ProspectingSales DemosRoi ModelingAPI IntegrationsPipeline GenerationSales ForecastingMulti-Threaded SalesC-Suite SellingVertical Market Expertise
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