Vishesh Duggar

Venturing with Vishesh — Startup Founder Interviews on SaaS, AI, Fundraising & Venture Capital.

Business EN ↓ 66 episodes

Venturing with Vishesh is a weekly founder interview podcast hosted by Vishesh Duggar (5× founder, ex-CTO at Vamstar). Each week Vishesh talks to SaaS founders, AI builders, and venture capitalists from the US, Europe and India — unpacking what almost broke their companies and how they turned it around. Real fundraising stories, GTM playbooks, product-market fit lessons, and the unglamorous side of building a startup. Guests backed by Y Combinator, Benchmark, a16z, and Sequoia. New episodes every week.

Author

Vishesh Duggar

Category

Business

Podcast website

podcasters.spotify.com

Latest episode

Jul 9, 2026

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Episodes

#41 Why India Shouldn’t Build for India and How Smallest.ai Built the Fastest Voice Agent in the World That Works Beyond POCs | Sudarshan Kamath 19.06.2025

I'm joined by Sudarshan Kamath, the Founder of smallest.ai, a research lab that aims to prove that smaller models can achieve intelligence. With a background in AI research, Sudarshan has led smallest.ai to develop custom voice agents for large enterprises, achieving the fastest voice agent in the world. This episode explores the challenges of building successful voice agents for enterprises a...

#40 How FirstWork Closes AI Pilots in 7 Days and Lessons from Scaling Engineering at Rippling and Deel | Shubham Choudhary 12.06.2025

I'm joined by Shubham Choudhary, co-founder and CTO of FirstWork (YC S24), who is using his extensive experience at Rippling and Deel to reshape the frontline HR tech space. In this episode, we unpack how he’s using agentic AI, a custom rules engine, and battle-tested global compliance experience to outpace incumbents with lean teams and real-time automation — all while closing enterprise AI p...

#39 From YouTube to $10M ARR: How CarEdge Took on Industry Giants | Zach Shefska 02.06.2025

I'm joined by Zach Shefska, President & Chief Executive Officer of CarEdge, a pioneering SaaS company in the auto industry. With a background in YouTube content creation and a passion for building community, Zach has led CarEdge from a small startup to a successful business with millions of dollars in revenue. He's a true innovator in the space, and I'm excited to share his insight...

#38 Three Co-founders Scaling to 200+ B2B Customers With No Employees (INSANE) | Neel Balar 05.05.2025

I'm joined by Neel Balar, Co-Founder at Clueso (YC W23). Starting with 2 of his co-founders Akash and Prajwal in the final year at IIT Madras, Neel has led Clueso from a note-taking tool for students to a successful B2B SaaS startup serving 350+ B2B customers worldwide. Clueso helps product teams create stunning product videos and documentation in minutes. Key Discussion Points: 🔥 How did you...

#37 The AI Bookkeeper Saving Startups From Cash-Flow Death Spirals | Nicolai Thomson 27.04.2025

I'm joined by Nicolai Thomson, Co-Founder & CEO of Jenesys, a company that's pioneering the use of AI in bookkeeping and cash flow management. With an impressive track record of selling B2B solutions across three continents and scaling companies from startup to multi-million pound revenue, Nicolai brings two decades of business wisdom to our conversation. Key Discussion Points: 🔥 Cash...

#36 From scaling Carta to $300M ARR to showing you how the rich stay tax-free and build generational wealth. | Alessandro Chesser 18.04.2025

Episode 36: From scaling Carta to $300M ARR to showing you how the rich stay tax-free and build generational wealth. Alessandro Chesser helped build Carta from zero to $300M+ ARR as their first sales hire—before walking away to start Dynasty, they make billionaire-level wealth tools accessible to everyone. In this episode, we dig into the playbook behind Carta’s early sales engine, the contrarian...

#35 Enterprise design teams are struggling with AI. But they don't have to. | Moksh Garg 11.04.2025

I'm joined by Moksh Garg, Co-founder & CEO of Figr, an AI-powered design platform that helps design teams and product teams design and build products faster. Moksh shares insights on complex workflows, enterprise product design, and productivity boosts. Moksh also talks about the challenges of scaling a design system for large and complex products, and how Figr can help extract design syst...

#34 Getting B2B SaaS customers to embed your AI in their product. | Ka Ling Wu 04.04.2025

In this episode, I'm joined by Ka Ling Wu, Co-Founder of Upsolve AI, a customer-facing analytics platform. Ka shares her background in rugby, working at Palantir, and more. We dive into Upsolve's mission to help companies build and offer analytics to their customers, using AI to create hyper-personalized dashboards. Ka also discusses the challenges of scaling from 0 to 20 customers, includ...

#33 80% of Product Documentation Goes Outdated in 6 Months - Here's the Solution | Axel Aigret 28.03.2025

In this conversation, I’m joined by Axel Aigret 🚀 — serial entrepreneur, product strategist, and now founder of StorytoDoc.ai. Axel has spent 15+ years building SaaS that doesn’t just work, but *wows*. From selling ecommerce startups to leading immersive VR health tech, he now helps SaaS teams ship user-loved documentation, automatically. We dig into: 🧠 Why your *idea* isn’t the problem — your *...

#32 $4M ARR in 8 Months: The Subscription Pivot That Worked | Sam Shames 21.03.2025

This time, I’m joined by Sam Shames, the co-founder and COO of Embr Labs, an MIT-born startup that’s creating a whole new category of wearable tech—personal temperature regulation. Sam’s journey is a masterclass in building hardware startups that survive, scale, and serve a deeply underserved audience. We talk about: 🔥 Inventing a wearable that heats and cools 👩‍🦳 Solving real pain for the ther...

#31 Why Post-Series A Startups Are Dying—And How Bagel AI Could Save Them | Ohad Biron 17.03.2025

In this episode, I’m joined by Ohad Biron , Co-Founder & CEO of Bagel AI , a product intelligence platform that helps product managers bridge the gap between product and revenue. Ohad brings 18 years of experience at the intersection of R&D and business , having scaled startups from pre-revenue to multi-million ARR . We dive into: 🔍 Why Product and Go-To-Market Teams Are Often Misaligned...

#30 Monetizing Data in the AI Era: The Future of Content & Search | Hirsh Pithadia 07.03.2025

AI is consuming the internet—scraping content, generating responses, and reshaping how we search for and interact with information. But there's a massive problem: who gets paid? In this episode, I sit down with Hirsh Pithadia , CEO & Co-founder of Valyu Networks , to discuss how content creators, publishers, and businesses can monetize their data in the age of AI . We talk about: 🔍 The AI...

#29 The Hidden Rules of Fundraising & Building Startup Ecosystems | Michael Bak 03.03.2025

In this episode, I sit down with Michael Bak, Head of Investor Relations at TechBBQ, founder of Nordic Investor Day, and a key player in shaping the Nordic startup ecosystem. With over 15 years of experience building communities and fostering investor-startup relationships, Michael shares the hidden rules of fundraising and building startup ecosystems. We talk about: 🌍 The rise of Copenhagen’s st...

#28 Indie SaaS & Game Developers, This Startup Will Change How You Sell Worldwide! 21.02.2025

This week, I’m joined by Duke Vu, co-founder & CEO of Fungies.io, a platform helping Indie SaaS and Game Developers sell globally without the headaches of payments, taxes, or compliance. Duke shares his journey from startup failures to big wins. We also talk about fundraising, scaling, and finding the right co-founder—without sugarcoating the hard parts. If you’re an indie founder looking to s...

#27 This startup turned video clips into gold. | Mario Tarouca 14.02.2025

In this episode, I’m joined by Mario Tarouca, co-founder of FrameDrop, a company that started by helping Twitch streamers automatically clip and repurpose their content but is now making a bold pivot from B2C to B2B. Mario shares his entrepreneurial journey, including the challenges of scaling a B2C SaaS product, and how his team identified a bigger B2B opportunity in media and broadcasting. We ta...

#26 This Founder Is Moving All Your AI Compute to Space | Philip Johnston 07.02.2025

In this episode, I’m joined by Philip Johnston , founder of LumenOrbit , a company pioneering AI-powered data centers in space . Philip shares his insights into the radical shift happening in space infrastructure. We talk about: 🛰️ Why space? The key drivers pushing data centers beyond Earth 🌡️ The biggest technical challenge : Keeping GPUs cool in a vacuum 🚀 Upcoming launches : LumenOrbit’s firs...

#25 The Hidden Nightmare of Global Sales for SaaS Startups | Gabriel Ferraz 31.01.2025

In this episode, I’m joined by Gabriel Ferraz , co-founder of Creem , a company that helps SaaS founders and digital product creators sell globally without the headaches of tax and compliance . We dive into the complexities of scaling a business internationally, the hidden pitfalls of payment processing, and why building a Merchant of Record (MoR) is the next big thing for indie hackers and global...

#24 7 Marketing Mistakes Founders Make (and How to Avoid Them) | Nancy Harhut 17.01.2025

In this episode, I speak to Nancy Harhut, a behavioral science and marketing expert, co-founder of HBT Marketing, and author of Using Behavioral Science in Marketing. Nancy shares her insights on how behavioral science can transform your marketing strategy and help you avoid common pitfalls. What We Cover: 🤔 The surprising mistake most founders make when pricing their product 🔍 Why being too pos...

#23 Serverless infrastructure is awesome. Unless you're doing it wrong—then it's just expensive chaos. | Yann Leger 10.01.2025

In this episode, I’m joined by Yann Leger, co-founder and CEO of Koyeb, a cloud infrastructure company redefining how applications are deployed globally. Yann shares his incredible journey of building cloud service providers for over 14 years and the lessons he’s learned along the way. From scaling engineering teams to managing remote work and navigating competitive markets, this conversation is p...

#22 If You're Not Solving Your Customers' Biggest Problem, What Are You Even Doing? | Jonathan Chizick 19.12.2024

In this episode, I’m joined by Jonathan Chizick, CEO & Co-founder at SmartPath. A seasoned entrepreneur, marketer, and startup advisor with a track record of scaling high-growth companies and securing transformative partnerships. We discuss: 👨‍🏫 The challenges of homeschooling and why 6 million+ kids in the U.S. represent a growing market. 🤖 How AI simplifies things for parents. 🎯 Lessons...

#21 What it’s like to build on top of Gsuite & HubSpot | James Fyfe 05.12.2024

In this episode, I'm joined by James Fyfe, co-founder of Portant, a document automation platform bridging HubSpot and Google Workspace. James shares his fascinating entrepreneurial journey, from bootstrapping Portant to profitability. We dive into: 🌐 Building in the HubSpot Ecosystem: Strategies for Growth and Differentiation 🎯 The Power of Focus: Doubling Down on Your Core Market 📊 Challenges...

#20 AI in public schools? It’s not just hype. | Stas Shakirov 14.11.2024

In this episode, I sit down with Stas Shakirov, CEO of Humy.ai, a platform transforming education by bringing historical and language arts learning to classrooms through AI. We discuss: - 🚀 Pivoting from Mental Health to Education: The story behind Humy.ai’s shift in focus and its impact on the company's direction. - 🎓 Building for Teachers: How Humy.ai collaborates with U.S. educators to craft...

#19 Testing Web Apps with AI? Easy. Tackling the Toughest QA Challenges. | Ian Jennings 17.10.2024

In this episode, I’m joined by Ian Jennings, Founder and CEO, TestDriver. AI. They're redefining QA and automated testing with AI. Ian has been working in developer experience for more than 10 years. He co-founded hackathon organization platform Hacker League (acquired by Mashery and Intel) before spending 6 years at PubNub building developer products and establishing their developer experience st...

#18 We built exactly what our customer asked for—so why did it fail? | Nick McEvily 10.10.2024

In this episode, I chat with Nick McEvily, a seasoned fractional Chief Product Officer, serial entrepreneur, and Founding Partner at Further Faster Ventures. Before this, he co-founded Mode Mobile. Nick’s biggest lesson? It’s not about building the perfect product—it’s about building the right one. 𝙺𝚎𝚢 𝙷𝚒𝚐𝚑𝚕𝚒𝚐𝚑𝚝𝚜: 🛠 𝚂𝚌𝚊𝚕𝚒𝚗𝚐 𝙿𝚛𝚘𝚍𝚞𝚌𝚝 𝚃𝚎𝚊𝚖𝚜: How Nick helps early-stage startups translate customer feed...

#17 How they got revenue before product | Aleksa Mitrović 03.10.2024

In this episode, I speak with Aleksa Mitrović, co-founder of Hyperaktiv, a platform that enhances customer engagement through data-driven insights. Imagine committing to not building a product before making revenue. That's exactly what Aleksa and the team at Hyperaktiv did—here's how! Key learnings: 🔥 𝗧𝗵𝗲 𝗣𝗼𝘄𝗲𝗿 𝗼𝗳 𝗧𝗲𝗮𝗺 Alexa shares how she and her co-founder met at Antler and why they prioritized...

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