---
title: 'Enterprise Account Executive at Rilla'
canonical: 'https://feeny.ai/job/enterprise-account-executive-rilla-new-york-gdv80v4dk0ws'
type: 'job'
last_seen: '2026-11-05'
---

# Enterprise Account Executive at Rilla

- **Company:** Rilla
- **Location:** New York, NY
- **Compensation:** $120k–$125k
- **Employment:** full-time
- **Work type:** onsite
- **Posted:** 2026-10-20
- **Last confirmed live:** 2026-11-05
- **Apply:** https://jobs.ashbyhq.com/rilla/4fde3cd3-bec2-4bbb-bd40-338b0471d6d0

## 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](https://www.forbes.com/sites/irenebenedicto/2023/08/08/cloud-100-rising-stars-2023-the-next-generation-of-superstar-cloud-companies/?sh=5dd03d7152f5) 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

## About Rilla

## Company Overview
- **One-liner**: Rilla provides an AI-powered coaching platform that records, transcribes, and analyzes in-person sales conversations to give managers 100% field visibility and accelerate rep performance.
- **Entity Type**: Private (Seed Stage – raised $3.9M total)
- **Headquarters**: New York, New York, United States
- **Founded**: 2019
- **Founders**: Sebastian Jimenez (CEO), Chris Martin (CTO, Co-Founder), Michael Castellanos (Chief Data Scientist, Co-Founder)

## Core Business
- **Primary industry**: AI-powered sales enablement and conversation intelligence for in-person sales teams.
- **Target customers**: B2B – field sales organizations in home services, home building, automotive, dental, senior living, multifamily, and other verticals where sales happen offline.
- **Mission statement**: *“Make the offline world as searchable as the web.”* The company aims to create the first living map of offline commerce.

## Products & Services
- **Rilla AI Coaching Platform**: A mobile app and web platform that records in-person sales conversations, then automatically transcribes, analyzes, and delivers coaching feedback. Managers can perform “virtual ridealongs” in minutes instead of hours. The AI adapts to each team’s sales process and best performers.

## Market Standing
- **Valuation/Market Cap**: Not disclosed (privately held).
- **Key Metric – Annual Revenue**: $25M–$50M (LinkedIn estimate, 2026).
- **Key Metric – Total Funding**: $3.9M across three seed rounds. Lead investor in latest round (Seed, Dec. 2022): **Crew Capital**.
- **Notable Investors/Partners**: Crew Capital; also 7 additional investors in the last round. Advisors include Filip Kaliszan (CEO & Founder of Verkada), Jim Kowalski (fmr Group VP North America, Oracle), Daniel Dines (CEO & Founder of UiPath), Nikolay Storonsky (CEO & Founder of Revolut), Steve Zahm (Cofounder of Procore).
- **Growth Signals**:
  - Headcount grew **64.5% YoY** to 108 employees.
  - Net revenue retention reported at **232%** (from careers page).
  - Average increase in close rates of **+40%** and average increase in ticket price of **+17%** for customers.
  - Trusted by thousands of sales teams in verticals like home improvement, home building, dental, and automotive.
  - Recently partnered with Neighborly (March 2026) to empower plumbers and HVAC technicians with AI.

## Competitive Advantages
- **Purpose-built for offline sales** – unlike generic conversation intelligence platforms, Rilla focuses exclusively on in-person field sales, capturing voice, location, and context.
- **Rapid onboarding** – claims setup in 1 hour 45 minutes.
- **Unprecedented visibility** – managers can review every rep’s appointment every day without being physically present.
- **High-performance coaching** – customers report 40–50% performance improvement within the first month, with reps achieving 627% monthly sales increases from instant feedback.

## Strategic Focus
- Continue dominating verticals with heavy offline commerce (home services, building, dental, automotive, senior living).
- Expand AI capabilities to serve more industries and deepen personalization of coaching.
- Build the “first living map of offline commerce” by indexing millions of in-person sales interactions.

## Why Work Here
- **Compensation**: 90th percentile of market rate; competitive salaries and equity.
- **Benefits**:
  - Full medical, dental, and vision coverage.
  - Unlimited PTO.
  - Free daily breakfast, lunch, dinner, and snacks.
  - Gym membership (fitness benefits).
  - Commuter benefits (fully covered transit/ride-shares).
  - Parental leave.
  - $1,000 annual learning stipend (courses, books, conferences).
  - Proximity stipend for employees near the office.
- **Culture & Work Environment**:
  - Values: Obsession, Speed, Simplicity, Fun.
  - Hybrid-friendly: New York HQ with a proximity stipend; also operates in Canada, Australia, Nigeria, UK, and Poland.
  - Company offsites twice a year (past trips: San Diego, Cape Cod, Palm Springs).
  - Leadership team includes former founders, D1 athletes, and top tech company alumni.
  - High-growth environment (22 active job postings as of mid-2026).
- **Engineering Culture**: Emphasis on building fast, solving hard problems, and pioneering AI for the real economy. Tech roles include Senior Software Engineer, Software Engineer (Platform & Applied AI).

## Sources
1. [Rilla Careers Page](https://www.rilla.com/careers)
2. [Rilla About Page](https://www.rilla.com/company/about)
3. [Rilla LinkedIn Profile](https://www.linkedin.com/company/rilla-co)
4. [Rilla Homepage](https://www.rilla.com/)

## Other roles at Rilla

- [VP of Sales](https://feeny.ai/job/vp-of-sales-rilla-new-york-hyp8gs97314z) — New York, NY
- [Software Engineering Intern, 2028 Grads](https://feeny.ai/job/software-engineering-intern-2028-grads-rilla-new-york-rmq1a0a0w49y) — New York, NY
- [Founding Compliance & IT Ops](https://feeny.ai/job/founding-compliance-it-ops-rilla-new-york-axfkym0y1x4f) — New York, NY
- [Product Designer, Internship](https://feeny.ai/job/product-designer-internship-rilla-new-york-6ja8fn0jfg24) — New York, NY
- [Customer Success Manager](https://feeny.ai/job/customer-success-manager-rilla-new-york-1m8fyja0ga5a) — New York, NY
- [Founding Office & Workplace Operations](https://feeny.ai/job/founding-office-workplace-operations-rilla-new-york-24bjkzgr887a) — New York, NY
- [Staff Software Engineer](https://feeny.ai/job/staff-software-engineer-rilla-new-york-h0rzk2bdh7x0) — New York, NY
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- [Brand Ambassador](https://feeny.ai/job/brand-ambassador-rilla-new-york-9czrd00n1cer) — New York, NY