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RoadRunner

AI-native platform automating quote-to-cash

Overview

RoadRunner is an AI-native revenue infrastructure platform that replaces legacy CPQ systems to streamline quote-to-cash for enterprise sales. It offers PQA—Prompt, Quote, Approve—a conversational, AI-powered stack that generates quotes via prompts, suggests deal structures from historical data, enforces pricing policies, and automates complex approval routing, including consumption-based pricing and multi-product bundles. The product uses a modular data model to speed up loading times and simplify configuration, and RoadRunner handles client migrations with its own engineers to model catalogs and rebuild rules. The goal is to create a digital deal desk that increases efficiency, accuracy, and speed across the entire sales cycle from initial prompt to renewal management, targeting large enterprise customers.

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About RoadRunner

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

Industries

Data & AnalyticsEnterprise SoftwareAI & Machine Learning

Company Size

11-50

Company Stage

Series A

Total Funding

$27M

Headquarters

San Francisco, CA

Founded

2025

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Simplify's take

What believers are saying

  • Roadrunner said May 2026 pilots closed seven-figure deals within three months, signaling urgent demand.
  • Its 11 open jobs in October 2026 show active scaling across engineering, sales, and implementations.
  • Complex usage-based pricing keeps expanding, and Roadrunner targets the exact revenue bottleneck buyers hate.

What critics are saying

  • Salesforce and legacy CPQ vendors can bundle AI features by 2027 and crush pricing.
  • Roadrunner's model depends on painful enterprise migrations that require custom catalog rebuilding and approvals.
  • No public customer logos, revenue, or retention metrics exist; one failed flagship deal kills momentum.

What makes RoadRunner unique

  • Roadrunner is Kleiner Perkins's first incubation since Glean, launched in 2026.
  • PQA, announced May 12, 2026, replaces brittle CPQ data models with natural-language deal workflows.
  • Trae Stephens joined the board after Founders Fund led Roadrunner's $22 million Series A.

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Funding

Total Funding

$27M

Above

Industry Average

Funded Over

2 Rounds

Series A funding typically happens when a startup has a product and some customers, and now needs funding to scale. This money is usually used to grow the team, expand marketing, and improve the product. Venture capital firms are frequently the main investors here.
Series A Funding Comparison
Above Average

Industry standards

$15M
$8.2M
$15M
$20.3M
$30M

Benefits

  • Health Insurance
  • Dental Insurance
  • Vision Insurance
  • Paid Vacation

Growth & Insights and Company News

6 month growth

-9%

1 year growth

-9%

2 year growth

-9%
Goodwin Procter
May 14th, 2026
Goodwin advises Roadrunner on $27 million seed and Series A financings.

Goodwin advises Roadrunner on $27 million seed and Series A financings. Professionals The Technology team advised Roadrunner, an AI-native enterprise software company, on its $27 million financing, consisting of a $5.2 million seed round led by Kleiner Perkins and a $22 million Series A financing led by Founders Fund. Roadrunner, which was incubated within Kleiner Perkins and spun out with Goodwin's guidance, is focused on building AI-powered CPQ solutions to modernize enterprise revenue infrastructure. Goodwin has represented the company since inception, including in connection with its formation and all subsequent financings to date. Roadrunner is rebuilding the Quote-to-Cash process, beginning with an AI-native CPQ solution. The company's ambition is to put revenue back in motion, starting by enabling sales teams to structure any deal instantly with the same precision and expertise as the organization's top-performing representatives.

GlobeNewswire
May 12th, 2026
Roadrunner Raises $27M to Rebuild Quote-to-Cash from the Ground Up

Roadrunner has announced $27M in funding from Kleiner Perkins and Founders Fund, working to replace CPQ with AI-native revenue software....

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