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Enterprise Account Executive

Rilla

New York City, NYFull-time$400–1000K/yrPosted 2w agoStill listed 1 day ago

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At a glance

Compensation
$400–1000K/yr
Location
New York City, NY
Schedule
Full-time
Work Authorization
Not specified

Olive lists jobs from US employers, including remote roles you can work from the United States.

Job overview

Rilla is building its founding enterprise sales team to open new markets, close strategic enterprise customers, and shape its sales playbook. The Enterprise Account Executive identifies, engages, and closes new business, running complex sales cycles and selling to senior business leaders. The role reports to the CEO and involves in-person work in a high-growth, high-intensity environment, with monthly customer and prospect travel.

Skills & qualifications

RequiredNice to have

Skills

Enterprise SaaS SalesEnterprise Sales Cycle ManagementMulti-Stakeholder DiscoveryTailored DemosROI ModelingNegotiationFortune 1000 SalesTechnical FluencyAPI and IntegrationsWorkflow MappingGritSpeedCoachabilityCuriosityCompetitiveness

Qualifications

3+ Years Enterprise SaaS Sales6-7 Figure ACV Deal ClosuresFortune 1000 Sales Success$2mm+ Annual Closings

Benefits

Medical Insurance
Dental Insurance
Vision Insurance
Parental Leave
Relocation Assistance
Paid Time Off
Tuition Assistance

Full job description

Who We Are Rilla’s the leading virtual ridealong software for outside sales. Think home improvement, home builders, property managers, and other sales people who talk to customers face to face. Sales reps talk, our mobile app records their conversations, and our AI automatically transcribes and analyzes their conversations to help them improve their sales. Our vision is to bring the power of conversation intelligence from the Zoom meeting and the call center to the more than 10M sales people who work offline. We are one of the fastest growing startups in the world right now and in history. We’re backed by Crystal Huang of Google Ventures, and Byron Deeter (one of the best investors of all time) from Bessemer Venture Partners, the top Cloud investor in the world. And we’re a Cloud 100 Rising Star company. Now we’re building our Founding Enterprise Sales Team — the AEs who will define how Rilla enters new markets, closes our largest customers, and shapes the playbook for our next stage.

The Role Rilla is growing quickly, and you’ll play a big part in opening up new markets and helping our customers fundamentally change their businesses. As an Enterprise Account Executive, you will help identify, engage, and close new business from strategic enterprise customers. This is a role for elite hunters: people who have closed 6-7 figure deals, immediately see where we win, and want to build something generational.

What You’ll Do

  • Run the full Enterprise cycle: multi-stakeholder discovery, tailored demos, ROI modeling, negotiations, and closing

  • Report directly to the CEO

  • Sell directly to C-Suite, VPs, Directors, and operational revenue leaders

  • Lead multi-threaded, complex sales cycles with cross-functional support (Product, Customer Success, Growth)

  • 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

  • Travel monthly for customer and prospect onsites as well as leadership summits and industry conferencest

What You Need

  • 3-4+ years of Enterprise SaaS sales, consistently closing 6-7 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

  • Operates with grit, speed, and obsession — thrives in high-growth, high-intensity environments

  • Highly coachable, curious, and competitive

  • Verifiable track record of closing >$2mm annually

Do Not Work Here Please don't join if you're not excited about:

  • Working 50-60 hrs/week in person building our enterprise motion from the ground up

  • Attempting to build a generational company, and the intensity required to do so

Benefits

  • Uncapped Commission

  • Medical, dental, and vision insurance

  • Parental leave: up to 16 weeks (birthing + bonding) or 8 weeks (bonding only) at 100% pay

  • Breakfast, lunch, dinner, and snacks provided

  • Wellness / Gym Benefits

  • 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

How this job compares

Set against the 762 open Enterprise Account Executive jobs on Olive Jobs, counted November 3, 2026.

Pay
  • This posting$400–1000K/yr
  • New York median$167–235K/yr116 salary ranges
  • US median$150–170K/yr626 salary ranges

This range's midpoint, $700K, is 243% above the New York median midpoint ($204K) — in the top quarter of Enterprise Account Executive salary ranges in New York.

Openings
Olive Jobs lists 161 open Enterprise Account Executive jobs in New York and 762 across the US. 22% of them nationwide are listed as remote or flexible.
Hiring the most in New York
Experience
This posting asks for at least 3 years of experience — less than three in four Enterprise Account Executive postings that state a minimum ask for (median 5 years, across 661 postings).
Education
96 of the 762 open Enterprise Account Executive jobs (13%) ask for a bachelor's degree or higher.

Counted across the open, public US postings on Olive Jobs on November 3, 2026. Pay medians are the middle values of the low ends and of the high ends of postings that list both ends of a range in the same cadence (a yearly salary or an hourly rate); a range's midpoint is halfway between its ends. Pay and experience figures resting on fewer than 20 postings are left out.

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