Arun Penmetsa

Early Stage Enterprise VC

📍 Palo Alto, California, United States🔄 Updated September 2026💼 37 investments📅 17 years investing🗓 Last invested Sep 2025
VC🌍 United States20+ investmentsInvested this year
37
Total investments
12
Early stage
14
Mid stage
6
Late stage
17y
Years active

Portfolio

36 investments · sorted by recency
All investments
Early stage
Mid stage
Late stage
Investor
Sep 2025
Backed by decades of experience in healthcare, the Synthpop team offers scalable, reliable solutions and services that address the specific needs of healthcare manufacturers, suppliers, and software solutions. Synthpop reduces administrative burden by automating complex intake and data entry processes, and placing calls to payors. Our team of AI experts integrate custom solutions with existing enterprise systems, enabling smooth operations without the need for complicated configurations.
Investor / Board Member
Sep 2024
Flywl makes cloud marketplace procurement fast, simple, and secure. Its the only place to buy and sell enterprise software across AWS, Azure, and Google Cloud on one unified platform that turns commitments into savings. Its marketplace intelligence, made simple. From fast, enterprise-compliant transactions to cloud marketplace enablement, Flywl introduces a connected ecosystem for buyers, sellers, and partners, making every transaction intelligently simple.
Investor
Aug 2024
Tote is a venture-backed company modernizing gas station and convenience store technology with native AI. Our "one customer, one cart" architecture creates seamless pump-to-checkout experiences, driving higher sales. Our AI also optimizes employee performance with contextual training and upselling tools. 🚀 What makes us different 🚀 •Higher revenue through unified consumer engagement across pump, mobile, and register •More productive associates with embedded AI assistance and real-time support •Faster innovation through modern, flexible architecture that runs on existing hardware •Better control over legacy tech with vendor-agnostic device management Founded by the team behind Punchh (acquired for $600M+), were backed by leading Silicon Valley VCs including Cota Capital, Storm Ventures, and Cervin Ventures. Unlike legacy systems that constrain growth, Tote runs on existing hardware while preparing you for the future—no rip-and-replace required. Ready to transform your fuel and convenience operations? Contact us: contact@tote.ai
Investor
Feb 2024
Pinkfish makes enterprise automation creation as simple as describing your ideas with its Generative Automation platform. By combining the best practices of API integrations and browser automation with the potential of generative AI, users can effortlessly create automations through natural language descriptions, seamlessly connecting hundreds of systems, files, data and browser automations. Pinkfish empowers anyone to solve problems and drive change without the need for coding or complex interfaces, making businesses more agile and putting the power of automation into the hands of those who know their workflows best. Welcome to Generative Automation. Learn more at pinkfish.ai
Investor
Oct 2023
OpsLab leverages Operations Research and AI techniques to enhance operational readiness for warfighters. Our software eliminates the guesswork from squadron operations by automatically generating forward-looking flight schedules, instantly adapting to disruptions, predicting critical resource deficits, and streamlining operations.
Investor / Board Member
Jul 2023
Compa is the leading provider of AI-driven compensation intelligence, built for enterprise teams managing high-stakes pay decisions. Our platform combines real-time market data with intelligent agents that think like your comp team. Compa’s software automates participation from HCM, ATS, and stock systems, replacing manual submissions and outdated surveys with current benchmarks for cash, stock, offer data, and skills-based compensation. With advanced privacy controls and powerful insights, Compa delivers the clarity and confidence comp teams need to win in the market.
Investor
Jun 2023
Seraphic is a leader in the rapidly growing Enterprise Browser Security market, driven by its patented technology that turns any browser into a secure browser with robust protection and detection capabilities. Seamlessly and easily deployed, Seraphic also enables secure access to SaaS and private web applications to employees and third parties from managed and personal devices without the complexity and cost of VDI & VPN. Invisible to the end-user, Seraphic supports all browsers and SaaS desktop applications like Teams, Slack, Discord, and WhatsApp. In January 2025, Seraphic announced raising $29 million in series A funding, with participation from the CrowdStrike Falcon Fund.
Investor / Board Member
Feb 2023
Dasera is a Data Security Posture Management (DSPM) platform providing automated security and governance controls for structured and unstructured data across cloud and on-prem environments. Uniquely, Dasera monitors data in use while offering continuous visibility and automated remediation, preventing data breaches across the entire data lifecycle. Dasera provides continuous visibility, risk detection, and mitigation to align with business goals while ensuring seamless integration, unmatched security, and regulatory compliance. Through its deep understanding of the four data variables - data infrastructure, data attributes, data users, and data usage - Dasera promotes a secure data-driven growth strategy that minimizes risk and maximizes value, giving businesses a competitive edge in todays rapidly evolving digital landscape.
Investor
Sep 2022
Atomicwork is the leading provider of agentic service management solution, empowering IT teams to achieve more for their business. Our unified and modern service management platform combines AI Agents, Modern Service Platform, and AI Automation Engine to simplify enterprise support and service operations to drive business growth.
Investor / Board Member
Jul 2022
We are technology company building a world where the way we work, move, and live is powered by clean energy. Our digital marketplace helps data center and clean energy developers contract quickly with landowners and others to turn on compute at the scale and speed that the AI revolution demands. Using land asset valuation technology and integrated DNV digital services, our technology builds trust with landowners. It allows landowners to list the lowest risk and fastest-to-close land deals so that AI data centers can turn on faster.
Investor
Feb 2022
Spyne is an AI-native automotive retail technology company transforming how dealerships sell, service, and engage customers. Headquartered in the US and India, we empower 3,000+ dealerships and OEMs across the globe with AI-powered digital storefronts, studio-quality car visuals, and autonomous assistants that streamline sales and service workflows. Funded with $25M+ from global investors including Vertex Ventures, Accel, Storm Ventures, and Alteria Capital, we are shaping the future of automotive retail by building the AI dealership of tomorrow - faster, smarter, and customer-first.
Investor / Board Member
Feb 2022
Airgap delivers modernized Zero Trust security and networking services for the Enterprise. Consumed as a managed SaaS, Airgap shrinks attack surface, lowers cost, and improves business uptime. Airgap is fully cloud-managed and deploys seamlessly into your existing networking stack with secure access, microsegmentation, and asset discovery built in. Airgap is completely agentless, deploys in hours, and is the most cost-effective way to instantly reduce risk and improve compliance for any enterprise network.  Airgap is deployed in over 30 countries and 4,000 sites, and offers easy onboarding and risk-free trial options for all services.  To learn more, please visit airgap.io
Investor
Nov 2021
Hyperproof is your intelligent GRC platform. We are transforming the way you manage and do the work and empowering people and organizations to make the most of their compliance work to build trust inside and out. Streamlining GRC for security-minded companies like: Motorola Solutions, Instacart, 3M, Digicert, Fortinet, Outreach, Highspot, and more.
Investor
Oct 2021
Avoma is an AI Meeting Assistant and Revenue Intelligence solution for customer-facing teams for startups and scaleups. With Avoma, you can automatically record all your meetings, get full transcripts and summarized notes, and actionable insights synced directly to your CRM. AI-powered technology helps customer-facing teams capture important customer information, before, during, and after important meetings and shorten sales cycles and delight more customers. You can review calls and meetings faster by searching directly within transcripts and using identified topics to find exactly what you're looking for. Founded by Aditya Kothadiya, Devendra Laulkar, and Albert Lai, Avoma is the only solution built equally for both customer-facing reps and leaders.
Investor / Board Member
Oct 2021
Wasting hours using spreadsheets for your construction workforce planning? Meet Bridgit Bench - the #1 workforce planning software trusted by top ENR general contractors like Balfour Beatty, Rogers-OBrien, Ryan Companies, Skanska, and more. Bridgit Bench provides your team with real-time updates, people and project visibility, next-generation forecasting, and seamless integrations that easily connect to your existing tech solutions – no manual updates required. Say goodbye to mountains of emails, phone calls, and outdated information. With Bridgit Bench youll get back to what you do best – managing your people, not spreadsheets. Learn more about Bridgit at gobridgit.com.
late stageConstruction
Show all 36 investments ↓
Experience · 38 entries
All (38)
Investments (37)
Board (9)
2025
Investor
Sep 2025
Backed by decades of experience in healthcare, the Synthpop team offers scalable, reliable solutions and services that address the specific needs of healthcare manufacturers, suppliers, and software solutions. Synthpop reduces administrative burden by automating complex intake and data entry processes, and placing calls to payors. Our team of AI experts integrate custom solutions with existing enterprise systems, enabling smooth operations without the need for complicated configurations.
2024
Investor / Board Member
Sep 2024
Flywl makes cloud marketplace procurement fast, simple, and secure. Its the only place to buy and sell enterprise software across AWS, Azure, and Google Cloud on one unified platform that turns commitments into savings. Its marketplace intelligence, made simple. From fast, enterprise-compliant transactions to cloud marketplace enablement, Flywl introduces a connected ecosystem for buyers, sellers, and partners, making every transaction intelligently simple.
Investor
Aug 2024
Tote is a venture-backed company modernizing gas station and convenience store technology with native AI. Our "one customer, one cart" architecture creates seamless pump-to-checkout experiences, driving higher sales. Our AI also optimizes employee performance with contextual training and upselling tools. 🚀 What makes us different 🚀 •Higher revenue through unified consumer engagement across pump, mobile, and register •More productive associates with embedded AI assistance and real-time support •Faster innovation through modern, flexible architecture that runs on existing hardware •Better control over legacy tech with vendor-agnostic device management Founded by the team behind Punchh (acquired for $600M+), were backed by leading Silicon Valley VCs including Cota Capital, Storm Ventures, and Cervin Ventures. Unlike legacy systems that constrain growth, Tote runs on existing hardware while preparing you for the future—no rip-and-replace required. Ready to transform your fuel and convenience operations? Contact us: contact@tote.ai
Investor
Feb 2024
Pinkfish makes enterprise automation creation as simple as describing your ideas with its Generative Automation platform. By combining the best practices of API integrations and browser automation with the potential of generative AI, users can effortlessly create automations through natural language descriptions, seamlessly connecting hundreds of systems, files, data and browser automations. Pinkfish empowers anyone to solve problems and drive change without the need for coding or complex interfaces, making businesses more agile and putting the power of automation into the hands of those who know their workflows best. Welcome to Generative Automation. Learn more at pinkfish.ai
2023
Investor
Oct 2023
OpsLab leverages Operations Research and AI techniques to enhance operational readiness for warfighters. Our software eliminates the guesswork from squadron operations by automatically generating forward-looking flight schedules, instantly adapting to disruptions, predicting critical resource deficits, and streamlining operations.
Show all 38 entries ↓
Investment activity
2009–2025 · 37 investments
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