Venture with Grace

Grace Gong
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Jan 10, 2026 • 1h 2min

Vignesh Ravikumar, Sierra Ventures Partner on Enterprise & Vertical SaaS

Vignesh Ravikumar is a Partner at Sierra Ventures. Vignesh Ravikumar joined Sierra Ventures in 2013 and focuses on investments in Enterprise SaaS, Vertical SaaS, and Digital Health/Healthcare IT. Vignesh has a background in M&A transactions for enterprise software companies, having worked at AGC Partners, a Boston-based investment bank. Vignesh holds a BS in Management Science (cum laude) and a Minor in Math from UC San Diego. Topics: Underwriting AI-heavy SaaS when infra, pricing, and competition shiftPricing and packaging playbooks for AI-native SaaS at seed/Series AVertical SaaS 2.0: deep workflow, compound products, and moats#VentureCapital #EnterpriseSaaS #VerticalSaaS #DigitalHealth #HealthcareIT
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Jan 10, 2026 • 54min

Allison Baum Gates, SemperVirens GP on Future of Work & HR Tech

Allison Baum Gates is a General Partner at SemperVirens, an early-stage venture capital firm investing in healthcare, fintech, and enterprise SaaS. An experienced technology investor, author, and speaker, she has raised hundreds of millions of dollars from global LPs and backed more than 70 companies—with nine unicorns, 24 exits, and 10 board roles among them. Previously, she co-founded Fresco Capital, invested at Trinity Ventures, and was an early team member at General Assembly, acquired by Adecco for $413 million. A Harvard graduate and former Goldman Sachs trader, Allison has lived and worked across five countries, lectures at Columbia Business School and UC Berkeley-Haas, and is the author of Breaking into Venture (McGraw-Hill, 2023), a guide to understanding and entering the VC industry.Topics: Pattern recognition at scale: what actually separates durable venture returns from hype cyclesBuilding and managing institutional LP relationships across geographies and fund vintagesBoard dynamics, power, and governance in venture-backed companies from seed to exit#VentureCapital #InstitutionalInvesting #BoardGovernance #StartupScale #SmartVenturePodcast
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Jan 1, 2026 • 55min

Jeremiah Owyang, Blitzscaling Ventures GP on AI, Scale & Networks

Jeremiah Owyang is a Silicon Valley–based General Partner at Blitzscaling Ventures, where he leads early-stage AI investing focused on startups that can rapidly scale by leveraging network effects and defensible distribution. A longtime tech analyst and operator since the dot-com era, he has anticipated and helped shape multiple innovation waves from Web 2.0 to today’s AI agent ecosystem, drawing on prior roles as an industry analyst, founder of technology research firms, and advisor to global brands. Beyond investing, he is an ecosystem builder who founded Llama Lounge, one of the largest GenAI startup event series, and is a sought-after global speaker on how AI, scale, and networks are transforming business models and competitive advantage.TopicsFrom Analyst to Investor: How pattern-spotting across tech cycles informs early-stage AI betsThe Rise of AI Agents: Why distribution and network effects matter more than raw model performanceEcosystem as Moat: Building founder communities and platforms that accelerate scale#AI #VentureCapital #Blitzscaling #NetworkEffects #FutureOfWork
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Dec 25, 2025 • 1h 2min

Lance Matthews, DTCP Partner on Growth Equity & Digital Infrastructure

Lance Matthews is a partner at DTCP and is responsible for sourcing investment opportunities and making investment recommendations in the US. Lance’s DTCP investments include: Arctic wolf networks, Innovid (NYSE: CTV), StreetlightData (acquired by Jacobs), and Cohere. Lance joined from Touchdown Ventures, a SF based Corporate Venture firm, where he worked on company sourcing, investment analysis and diligence, and portfolio management. Prior to that, he spent time at Illuminate Ventures, a seed stage Enterprise SaaS firm and at Twitter (now X) holding a position in the finance department. Lance holds an MBA from UC Berkeley’s Haas School of Business, a master’s degree in History from the University of Glasgow, Scotland, and graduated Summa Cum Laude from CSU Fresno.Topics: Groq's $750M round boosts AI inference via DTCP Growth. Arctic Wolf, Innovid IPO, Cohere AI successes.How enterprise AI and security investing is evolving#AIInference #GroqFunding #DTCPGrowth #AICybersecurity #EdgeAI #GenAI #VCTech #SovereignAI #InferenceTrends #ArcticWolf
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Dec 24, 2025 • 53min

Paul Jun, Depth Ventures MP on B2B SaaS, Finance & AI Ops

Paul serves as the Managing Partner at Depth Ventures, a pre-seed and seed-stage venture firm focused on backing B2B SaaS founders at the intersection of finance and AI operations, leveraging his extensive operator experience as former CFO of AI-powered accounting platform Pilot and VP of Corporate Finance & Strategy at Dropbox to guide teams in building scalable business models and data-driven operating rhythms. Prior to launching Depth Ventures, he was a Partner at Index Ventures, where he led investments in category-defining B2B SaaS and fintech leaders including Datadog, Built, Confluent, and Slack, honing his expertise in high-growth software scaling and market creation. With a track record spanning operational leadership at tech unicorns and venture investing, Paul bridges finance, AI ops, and enterprise software to empower founders navigating complex GTM challenges in today's competitive landscape.Topics: AI Revolutionizing Fintech OperationsAI-Resilient SaaS Models for FoundersOperator to VC: Index to Depth Shift#VC #B2Bsaas #AIops #Fintech #DepthVentures #IndexVentures #Startups #FounderJourney #SaaSscaling
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Dec 24, 2025 • 48min

Ali Ansari, micro1 CEO on AI Hiring, Global Talent & Vetting

Ali Ansari is the Founder and CEO of micro1, an AI-powered recruitment platform he launched in 2022 to help companies vet and hire top global engineering and domain talent using advanced screening models. A Bay Area-based entrepreneur, he previously built a successful software development agency and other ventures, experiences that directly informed micro1’s focus on scalable, AI-led talent assessment. Ali studied computer science at the University of California, Berkeley, graduating in three years to concentrate on growing micro1, and now also conducts AI research at Stanford on the efficacy and bias of AI-assisted recruitment systems, positioning him at the intersection of cutting-edge research and practical company-building in the future of work.Topics: AI Hiring Revolution: micro1's Global Talent EdgeFixing Tech Recruiting with AI Screening MagicFuture of Hiring: AI Agents Take Over in 2030#AIHiring #micro1 #VentureCapital #TechTalent #aivetting micro1 is featured on the Smart Venture Media Smart AI 100 2025 list.
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Dec 24, 2025 • 1h

Or Lenchner, Bright Data CEO on Web Data, AI Scale & Open Internet

Or Lenchner is the CEO of Bright Data, a market-leading web data collection platform he has led since 2018, where he has driven the company’s expansion and innovation to well over $300 million in annual revenue while serving thousands of customers, including Fortune 500 enterprises, leading businesses, universities, and public sector organizations. A former founder and operator of several web-based businesses, he first joined Bright Data on the product side before rising to CEO, a trajectory that reflects his deep focus on building transparent, compliance-driven data infrastructure. Recognized as a thought leader on AI, data ethics, and public web data, Lenchner is an advocate for keeping public web data open and accessible, viewing it as a core driver of innovation and better decision-making across society.Topics: Scaling a data infrastructure company to $300M in annual revenue The future of public web data in the age of AI and regulationTurning compliance, transparency, and trust into a durable competitive moat#WebData #AIInfrastructure #DataEthics #EnterpriseAI #VenturePodcast
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Dec 20, 2025 • 47min

Omar Haroun, Eudia Founder on Augmented Intelligence for Legal Teams

Omar Haroun is the founder and CEO of Eudia, a next‑generation augmented intelligence platform for legal teams that has rapidly scaled into a nine‑figure venture‑backed business, attracting over $100M in capital from top‑tier investors on the back of triple‑digit annual growth and adoption across dozens of Fortune 500 legal departments. A second‑time legal‑AI founder, he previously co‑founded Text IQ, whose AI for e‑discovery and privacy was used by Global 2000 enterprises and ultimately acquired by Relativity, cementing his track record for building category‑defining platforms in conservative, high‑stakes markets. With a background spanning law, ethics, and AI from institutions such as UC Berkeley and Oxford, Haroun positions Eudia as the “AI‑augmented law firm” that helps GCs reclaim thousands of hours of high‑value legal work, compress outside counsel spend, and turn legal from cost center to measurable strategic advantage.Eudia is on the Smart AI 100 List.Topics: How Eudia is killing the billable hour: what an “AI‑augmented law firm” actually looks like inside a Fortune 500 legal team.Playbook for selling deep tech into conservative, high‑stakes buyers (GCs, CCOs, regulators) and why legal is the hardest but best AI beachhead.Turning legal from cost center to KPI‑driven strategic function: measuring hours reclaimed, outside counsel savings, and risk avoided with AI.#LegalAI #AugmentedIntelligence #Eudia #LegalTech #AIinLaw #Fortune500
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Dec 20, 2025 • 58min

Bob Rosin, Antler Managing Partner on Early-Stage Investing & Scale

Bob Rosin is the Managing Partner at Antler US, a global early-stage venture capital firm with over $1B in assets under management and investments in more than 1,500 companies. A three-time startup founder who raised over $130M from top investors like Sequoia and Marc Andreessen, he led his third venture, Qik, to a $150M acquisition by Skype, followed by roles as VP of Business Development at Skype and VP & GM at Microsoft after its $8.5B sale. Rosin later drove partnerships at LinkedIn for 4.5 years as part of the product leadership team, headed partnerships at Stripe, served as Partner at Defy.vc from 2020-2025, and joined Antler in 2025 to focus on pre-seed investments, co-founder matching, and scaling ideation-stage startups. He holds an MBA from Harvard Business School and a BA from Cornell University.Topics: From repeat founder to investor: lessons from building and exiting multiple startupsHow Antler finds, matches, and backs founders at the idea stageWhat pre-seed investors actually look for before there’s a product or traction#VentureCapital #PreSeed #StartupFounders #EarlyStageVC #Entrepreneurship
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Dec 19, 2025 • 51min

Hemal Shah, Product at OpenAI on Building ChatGPT for Enterprise Work

Hemal Shah is a seasoned product leader currently serving as Product lead at OpenAI, where he focuses on integrating ChatGPT into workplace tools like Slack and developing features such as company knowledge powered by GPT-5. Previously, he was VP of Product, Head of Growth, Monetization & Expansion at Atlassian, Chief Product Officer at Root Inc. (NASDAQ: ROOT), and held product roles at Instagram (co-creator of Threads and DMs), Meta (consumer wallet & identity), and Twitter (Developer Tools like Crashlytics).From consumer social products to enterprise AI: lessons building at Instagram, Atlassian, and OpenAIHow ChatGPT is becoming a core workplace tool—and what “AI-native productivity” really meansProduct leadership at scale: monetization, growth, and decision-making inside category-defining companies#ProductLeadership #AIatWork #OpenAI #EnterpriseAI #TechLeadership

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