Key Takeaways
- • Roadrunner, an AI-native revenue infrastructure company, secured $27 million in combined Seed and Series A funding led by Kleiner Perkins (Seed, led by Mamoon Hamid) and Founders Fund (Series A, led by Trae Stephens).
- • The company is launching PQA (Prompt, Quote, Approve), a new category designed to replace legacy Configure-Price-Quote (CPQ) software by automating deal structuring, pricing policy enforcement, and approval routing for enterprise sales teams.
- • Roadrunner was co-founded in 2025 by Joubin Mirzadegan (CEO), Ajay Natarajan, and Eugene Shao to address the quote-to-cash workflow, which touches every dollar of enterprise revenue but remains a significant operational pain point for CIOs and sales teams.
- • The funding will be deployed to scale the team, deepen enterprise customer partnerships, and accelerate the development of a comprehensive quote-to-cash platform beyond its initial CPQ-focused offering.
- • The company targets a critical enterprise software gap: sales representatives currently spend hours manually assembling quotes while approval processes drag through Slack and email, creating deal structuring errors and operational friction that legacy CPQ systems have failed to resolve despite increased pricing model complexity.
Summary
Roadrunner, a San Francisco-based AI-native revenue infrastructure company, announced on May 12, 2026, that it has raised $27 million in combined Seed and Series A funding. Kleiner Perkins led the Seed round with partner Mamoon Hamid taking a leading role, while Founders Fund led the Series A round with partner Trae Stephens driving the investment. The funding announcement coincided with the general availability of Roadrunner's platform.
The company, founded in 2025 by Joubin Mirzadegan, Ajay Natarajan, and Eugene Shao, is building a replacement for legacy Configure-Price-Quote (CPQ) software by introducing PQA (Prompt, Quote, Approve)—positioning this as an entirely new category built on an agentic architecture. Unlike traditional CPQ systems, Roadrunner's platform intelligently recommends deal configurations, enforces pricing policies automatically, and routes approvals through streamlined workflows rather than email and Slack chains. According to the company's statement, this approach gives sales representatives the ability to structure any deal instantly, effectively replicating the capabilities of top-performing sales personnel across an entire organization.
The company targets a substantial pain point in enterprise operations. Quote-to-cash workflows touch every dollar of revenue that companies generate, yet remain among the most operationally dysfunctional areas in large organizations. Modern enterprise pricing has grown exponentially complex—involving hundreds of SKUs, consumption-based contracts, and AI-driven outcome models—while underlying CPQ software has remained largely stagnant for years. CIOs consistently rank CPQ among their top operational pain points, while sales teams express widespread frustration with tools that require hours of manual quote assembly and create approval bottlenecks that frequently result in improperly structured deals.
Roadrunner plans to deploy the $27 million capital infusion to scale its engineering and go-to-market teams, deepen relationships with enterprise customers, and accelerate development toward a full quote-to-cash platform extending beyond the initial CPQ focus. The timing reflects growing institutional recognition that the revenue infrastructure category—encompassing sales operations, pricing, and deal management—represents a critical area for AI-driven innovation in enterprise software.
The company, founded in 2025 by Joubin Mirzadegan, Ajay Natarajan, and Eugene Shao, is building a replacement for legacy Configure-Price-Quote (CPQ) software by introducing PQA (Prompt, Quote, Approve)—positioning this as an entirely new category built on an agentic architecture. Unlike traditional CPQ systems, Roadrunner's platform intelligently recommends deal configurations, enforces pricing policies automatically, and routes approvals through streamlined workflows rather than email and Slack chains. According to the company's statement, this approach gives sales representatives the ability to structure any deal instantly, effectively replicating the capabilities of top-performing sales personnel across an entire organization.
The company targets a substantial pain point in enterprise operations. Quote-to-cash workflows touch every dollar of revenue that companies generate, yet remain among the most operationally dysfunctional areas in large organizations. Modern enterprise pricing has grown exponentially complex—involving hundreds of SKUs, consumption-based contracts, and AI-driven outcome models—while underlying CPQ software has remained largely stagnant for years. CIOs consistently rank CPQ among their top operational pain points, while sales teams express widespread frustration with tools that require hours of manual quote assembly and create approval bottlenecks that frequently result in improperly structured deals.
Roadrunner plans to deploy the $27 million capital infusion to scale its engineering and go-to-market teams, deepen relationships with enterprise customers, and accelerate development toward a full quote-to-cash platform extending beyond the initial CPQ focus. The timing reflects growing institutional recognition that the revenue infrastructure category—encompassing sales operations, pricing, and deal management—represents a critical area for AI-driven innovation in enterprise software.
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