Rilla

Rilla

Speech analytics for outside sales coaching

Overview

Rilla Voice provides speech analytics for outside sales teams. Its main product is a virtual ridealong that records, transcribes, and summarizes sales conversations to give coaching insights. It works by capturing calls, generating transcripts and summaries, and surfacing analytics that managers can review remotely to coach reps. The goal is to help businesses boost sales performance and efficiency with scalable, data-driven coaching.

About Rilla

Simplify's Rating
Why Rilla is rated
B-
Rated B on Competitive Edge
Rated B on Growth Potential
Rated C on Differentiation

Industries

Data & Analytics

Enterprise Software

AI & Machine Learning

Company Size

51-200

Company Stage

Seed

Total Funding

$3.9M

Headquarters

New York City, New York

Founded

2019

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Simplify's Take

What believers are saying

  • Rilla raised $68.5 million in June 2025 at roughly $757 million valuation.
  • Rilla and Neighborly expanded in March 2026, signaling repeatable home-services distribution.
  • Rilla hired aggressively in 2026, including enterprise sales, applied AI, and customer success.

What critics are saying

  • Gong launched AI coaching in February 2026, squeezing Rilla's broader sales category.
  • Enterprise deals like Home Depot demand security, uptime, and integration; failures kill renewals.
  • Rilla's premium culture and heavy stipends raise burn, making a 2027 cash crunch possible.

What makes Rilla unique

  • Rilla owns in-person sales coaching, not generic call intelligence, across field teams.
  • Home Depot chose Rilla in January 2026, validating enterprise-grade outside-sales workflows.
  • Neighborly named Rilla Vendor of the Year after five months, showing franchise penetration.

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Funding

Total Funding

$3.9M

Below

Industry Average

Funded Over

3 Rounds

Seed funding is usually the first official round after pre-seed, when a startup has a prototype or concept. It’s typically used to develop the product, test the market, and start building the team. Investors here are often angel investors or early-stage venture capitalists.
Seed Funding Comparison
Above Average

Industry standards

$3.3M
$2M
Netflix
$2.3M
Instacart
$3M
Robinhood
$3.7M
Rilla

Benefits

Health Insurance

401(k) Company Match

Flexible Work Hours

Growth & Insights and Company News

Headcount

6 month growth

-5%

1 year growth

2%

2 year growth

5%
Business Insider
Jul 4th, 2026
AI startup CEO pays employees $18K annually to live near office, claims flow state justifies investment

Rilla, a New York-based AI startup building speech analytics software, offers employees an $18,000 annual housing stipend to live within a 10-minute bike ride of its Williamsburg office. CEO Sebastian Jimenez says the investment helps remove friction from employees' lives so they can focus on work. The company's culture centres on maintaining "flow state" — complete focus and immersion. Employees typically work 12-hour days, six days a week, and the company provides three daily meals and fitness facilities. Rilla spends roughly $37,000 per employee annually on housing, meals and fitness benefits, excluding healthcare and equity. About 80% of Rilla's 120 employees take the housing stipend. The company recently signed a 10-year lease for a penthouse office with exceptional ventilation after consulting Harvard expert Dr Joe Allen, who found high CO₂ levels impair cognitive performance.

PR Newswire
Apr 27th, 2025
Autoshop Answers And Rilla Launch Groundbreaking Ai Initiative -- Changing The Automotive Industry Forever

HOUSTON, April 27, 2025 /PRNewswire/ -- AutoShop Answers, a leader in automotive service training and innovation, has officially partnered with Rilla, the premier AI-powered speech analytics company, to launch a groundbreaking initiative that is set to redefine the future of the auto repair industry.This historic collaboration integrates Rilla's advanced AI virtual ride-along and conversation analytics technology into the AutoShop Answers coaching platform, delivering a game-changing experience in customer engagement, service advisor training, and operational excellence.Sebastian Jimenez, CEO of Rilla and NYU Stern graduate, brings a unique background — combining business acumen with a fresh approach to coaching drawn from his early stand-up comedy experience — to revolutionize how businesses train, coach, and grow. Rilla's AI captures and analyzes real-time customer interactions, delivering actionable coaching insights hands-free.Todd Hayes, founder of AutoShop Answers and a 30-year veteran of the auto repair industry, emphasized the significance of the launch:"With Rilla's AI, we're not just training — we're transforming. This technology allows us to coach sales calls, audit scripts, and elevate customer service like never before."The partnership officially debuted at AutoShop Answers' sold-out Key to Key to Callbacks Weekend in Houston, Texas — a record-breaking, standing-room-only event filled with innovation, coaching breakthroughs, and more than 80 bursts of applause from an energized national audience.The weekend began with a national online Strategy Saturday, hosted live by AutoShop Answers' Glenn Piccolo. Todd Hayes then took the stage to share defining moments from his career, culminating in the official launch of AutoShop Answers AIX, powered by Rilla. Sebastian Jimenez joined the stage to introduce Rilla's revolutionary capabilities to the automotive sector — ushering in a new high watermark for AI-powered live coaching and customer journey analysis.The excitement continued with a special visit from Sunil Patel, CEO of Tekmetric, celebrating Tekmetric's incredible milestone of reaching 10,000 auto shops nationwide. Congratulations were extended to both Tekmetric and ShopGenie, two of AutoShop Answers' valued program sponsors.The event also celebrated individual achievements, with Lynn Massengill receiving special recognition for surpassing both the $300,000 and $400,000 monthly revenue marks through AutoShop Answers coaching — truly a testament to the impact of training, innovation, and commitment.Today, AutoShop Answers continues its momentum with the unveiling of the SPARR system, an AI-automated presentation platform that further advances their mission to empower service advisors and drive world-class customer service.Next AutoShop Answers Key to Key to Callbacks Program: May 17–18!Seats are already filling fast.Learn more and register at: www.autoshopanswers.comFor more information, visit:rilla.comautoshopanswers.comSOURCE Autoshop Answers

Rilla
Nov 27th, 2023
ServiceTitan Official Partnership

NEW YORK - November 27, 2023 - Rillavoice, the leading speech analytics software for the home improvement industry, is partnering with ServiceTitan, a software platform built to power the trades, to bring AI-powered ride-alongs to contractors around the world.

TechCrunch
Dec 1st, 2022
A tool for analyzing face-to-face sales pitches lands funding from UiPath co-founder

In its first year of sales, Rillavoice says it has grown to seven figures of annual recurring revenue and is “cash flow positive."

PR Newswire
Nov 3rd, 2022
Spotio And Rillavoice Partner To Create Unprecedented Transparency For

Rillavoice & SPOTIO For the first time, field sales managers have a fully-transparent solution that represents and reinforces both the art and the science of selling - it really is the best of both worlds. This collaboration between the two market leaders brings industry-first capabilities to address ongoing challenges in creating effective coaching and training programs for outside sales teams at scale. For field sales, face-to-face coaching is extremely important for developing high-performing teams. Still, training and ride-alongs are incredibly manual, time-consuming, and not scalable for large and distributed workforces

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