Khosla Ventures
Khosla Ventures is a California-based venture capital firm founded in 2004 by Vinod Khosla. It provides capital and strategic guidance to startups across stages, focusing on technology-driven companies in areas such as artificial intelligence, climate and sustainability, enterprise software and services, fintech, digital health, medical technology and diagnostics, therapeutics, consumer products, and frontier technologies. The firm backs bold ventures with the potential to disrupt markets and improve lives, supporting companies from early to growth stages and working closely with entrepreneurs to apply science, technology and innovative business models. While primarily investing in North American technology companies, Khosla Ventures pursues opportunities globally and emphasizes experimentation and impact alongside financial returns. The firm also maintains related impact initiatives that support entrepreneurs addressing socio-economic challenges in emerging markets.
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Past deals in Sales Automation
Redcar
Seed Round in 2025
Redcar is a company that provides a B2B AI sales platform designed to scale sales teams. It offers building blocks to create AI agents tailored to a company’s workflows, enabling automation of key sales tasks and allowing human reps to focus on closing deals. The platform develops AI agents capable of qualifying leads, scheduling demos, and nurturing prospects with minimal management, with optional approval settings. By delivering customizable AI agents, Redcar supports B2B organizations in accelerating lead conversion and streamlining sales processes across diverse workflows.
Regie.ai
Series B in 2025
Regie.ai is a technology company that specializes in AI-powered sales engagement platforms. Its flagship product, RegieOne, automates outbound prospecting tasks, enhancing workflow efficiency for operations teams. The platform integrates sales engagement, parallel dialing, data enrichment, and intent data analysis, providing users with a centralized view of their processes. Additionally, Regie.ai offers an AI content platform that creates, tests, and analyzes personalized prospecting sales campaigns, aiming to boost engagement and optimize front-line performance.
Anrok
Series B in 2024
Anrok provides a sales tax software platform for SaaS businesses to monitor, calculate, and remit sales and value-added taxes across the entire financial stack. The solution automates tax calculations, filing, and remittance, offers configurable alerts and reporting, and delivers visibility into tax exposure. By consolidating tax management into one system, it aims to reduce manual work for finance teams and streamline compliance from startups to enterprises, generating audit-ready records.
Gail
Series B in 2023
GAIL is a technology company specializing in AI-driven conversational automation. It primarily serves insurance agencies and other regulated industries, offering a multilingual AI platform capable of communicating via speech, SMS, email, and WhatsApp. The platform automates sales, support, and customer engagement tasks, providing recordings, transcripts, analytics, and follow-ups, with the aim of reducing costs and improving efficiency. It is known for its easy onboarding and integration processes.
Regie.ai
Series A in 2023
Regie.ai is a technology company that specializes in AI-powered sales engagement platforms. Its flagship product, RegieOne, automates outbound prospecting tasks, enhancing workflow efficiency for operations teams. The platform integrates sales engagement, parallel dialing, data enrichment, and intent data analysis, providing users with a centralized view of their processes. Additionally, Regie.ai offers an AI content platform that creates, tests, and analyzes personalized prospecting sales campaigns, aiming to boost engagement and optimize front-line performance.
Myko
Seed Round in 2022
Myko AI is an artificial intelligence tool that pulls financial data from spreadsheets and helps make successful revenue-generating decisions with minimum onboarding. The company's application integrates directly into users' existing CRM platforms and chat applications, allowing data to be analyzed in seconds. This enables businesses to drive more revenue by providing their teams with deeper analytical capabilities and improving the financial reporting process by spending less time copying and pasting data.
Gail
Series A in 2021
GAIL is a technology company specializing in AI-driven conversational automation. It primarily serves insurance agencies and other regulated industries, offering a multilingual AI platform capable of communicating via speech, SMS, email, and WhatsApp. The platform automates sales, support, and customer engagement tasks, providing recordings, transcripts, analytics, and follow-ups, with the aim of reducing costs and improving efficiency. It is known for its easy onboarding and integration processes.
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