Roadrunner raises $27M to replace enterprise sales quoting with AI

What's the deal? Roadrunner, an AI-native revenue infrastructure startup, has raised $27M across a seed and Series A round. The seed was led by Mamoon Hamid at Kleiner Perkins, and the Series A was led by Trae Stephens at Founders Fund, who is joining the board. The San Francisco-based company is launching its platform to replace legacy configure-price-quote (CPQ) software with what it calls PQA — Prompt, Quote, Approve.

Co-founded in 2025 by Joubin Mirzadegan, Ajay Natarajan, and Eugene Shao, Roadrunner uses AI agents to recommend deal configurations, enforce pricing policies, and automate approval routing. The goal: let any sales rep structure complex deals instantly.

Why now? Enterprise pricing has grown wildly complex — hundreds of SKUs, consumption-based contracts, AI-driven outcome pricing — but the underlying quoting software hasn't kept pace. Reps still spend hours manually assembling quotes while approvals bounce through Slack threads and email chains.

"When I was an AE, the underlying software systems would not permit me to get deals done," said Mirzadegan, who previously worked at Kleiner Perkins, where he heard the same frustration from CIOs and CROs. "We didn't set out to improve CPQ. We set out to replace it."

Roadrunner was incubated at Kleiner Perkins — the firm's first incubation since GleanDealroom has a profile for this one. Try Dealroom →.

What could go wrong? Replacing entrenched enterprise software is notoriously hard. CPQ systems are deeply embedded in Salesforce and other CRM ecosystems, and ripping them out requires buy-in from sales, finance, and IT teams simultaneously. Roadrunner will need to prove that its new data model works better than patching existing tools — and that enterprises are willing to bet on a startup for a workflow that touches every dollar of revenue.

Competition is also a factor. Legacy players like Salesforce CPQ and newer entrants alike won't cede ground easily.

The signal: Kleiner Perkins' decision to incubate Roadrunner — its first incubation since Glean, now a late-growth enterprise AI company — underscores the firm's conviction that agentic AI can displace, not just augment, deeply entrenched SaaS categories. The $27M raise also spotlights growing investor appetite for startups that rebuild core revenue workflows from scratch, betting that Salesforce-era tooling is too rigid for an era of consumption-based and outcome-driven pricing models.

Read more: globenewswire.com