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Founders Mentioned

Efrat Rapoport

June AI

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Idan Tsitiat

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Barak Goldstein

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Ohad Hen

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Efrat Rapoport

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Idan Tsitiat

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September 11, 2026
Ai AutomationEnterprise SoftwareB2b SaasStartup Funding

June AI raises $20M to automate enterprise software rollouts

Former Salesforce team lands Benioff, Dell, and Kurtz for AI-powered system integration startup that automates enterprise software implementation.

June AI raises $20M to automate enterprise software rollouts

The four founders walked into fundraising conversations without a pitch deck, according to CEO Efrat Rapoport. They didn't need one.

June AI, a New York startup building what it calls an "AI-native system integrator," announced a $20 million pre-seed round on August 3, led by TIME Ventures, the investment arm of Salesforce founder Marc Benioff. The investor roster read like a roll call of enterprise software royalty: Michael Dell, Diane Greene, Aaron Levie, George Kurtz, alongside firms including SV Angel and Conviction. The company declined to disclose its valuation.

What June does have is pedigree. All four founders—CEO Efrat Rapoport, CTO Idan Tsitiat, President Barak Goldstein, and Chief Architect Ohad Hen—previously built Bonobo AI, a conversational AI startup that Salesforce acquired in May 2019. Multiple Israeli outlets estimated the deal at $40 million to $50 million at the time. The team spent roughly five years inside Salesforce post-acquisition, with Rapoport eventually rising to vice president of product management and head of the company's Israel R&D center before departing in 2024.

"We didn't even have a deck for this raise," Rapoport said.

That confidence likely stems from the problem June is tackling. The startup automates enterprise software implementation across the usual suspects: Salesforce, ServiceNow, Workday, SAP, Oracle. It's unglamorous work, the kind companies spend hundreds of billions on annually through armies of consultants and integration specialists. Grand View Research projected the broader systems integration market will reach $1.23 trillion by 2033, according to a March 2026 analysis cited by June.

But here's the twist in June's pitch: AI deployments are making integration harder, not easier. Legacy systems, fragmented data, technical debt—all the infrastructure headaches that enterprises have been kicking down the road for years—now stand between companies and their shiny new AI tools.

"Before AI can create value, someone has to deal with legacy systems," Rapoport said.

June's platform layers several approaches. It uses process mining to extract business logic and configurations from existing systems, then deploys what the company calls "agentic AI" that plans and executes implementations in sandbox environments before touching production. Governance layers add human approvals and audit trails. The platform also monitors configuration drift and tracks ROI after deployment, features that speak to enterprise paranoia about systems running wild.

Digital illustration for article section "Content Section 2" in "June AI raises $20M to automate enterprise software rollouts" - A minimalist and conceptual visual representation of layered business logic and intelligent planning...

CMG Financial, a U.S. mortgage lender, piloted the platform to integrate Claude-backed workflows with Salesforce. Paul Akinmade, the company's chief strategy officer, offered a blunt assessment of what sold him. "If your product requires FDEs, I don't want your product," he said, using shorthand for field deployment engineers. "I want an easy-to-use tool."

That sentiment may explain why June attracted such heavyweight backing. Beyond Benioff and Dell, the round included VMware co-founder and former CEO Diane Greene, Box co-founder and CEO Aaron Levie, and CrowdStrike co-founder and CEO George Kurtz. Additional venture firms Abstract, A*, Vesey Ventures, and Liquid 2 Ventures participated, along with individual backers Mike Vernal, Akhil Paul, Anu Bharadwaj, and Operator Collective, according to LinkedIn posts by the founders.

The company filed a trademark application for "JUNE" with the USPTO, covering software-as-a-service for enterprise implementation and configuration. LinkedIn showed 31 employees as of September.

Digital illustration for article section "Content Section 3" in "June AI raises $20M to automate enterprise software rollouts" - A minimalist, conceptual representation of a corporate trademark filing, featuring a sleek, pristine...

June exhibited at Dreamforce in September, promoting one-on-one product demos and an executive breakfast. In the press release, Rapoport flagged an irony the team keeps encountering. "Oddly enough, AI has created more demand for professional services, not less," she wrote. "The hard part is not the demo."

Which is perhaps why a deck wasn't necessary. When your founding team has already sold one AI startup to Salesforce, spent half a decade building products inside the mothership, and emerged with a solution to a problem growing more urgent by the quarter, sometimes the credentials do the talking.

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