Grammarly Acquires Superhuman: AI Email, UX Moats & Building AI-Native Products (Loïc Houssier)

Loïc Houssier (CTO, Superhuman) joins VC.fm to unpack the Grammarly acquisition of Superhuman and what it signals about the future of AI-native productivity tools.We talk AI in the workflow vs standalone AI tools (ChatGPT/Gemini), voice-first computing, vibe coding vs production engineering, AI’s impact on hiring, and why UX taste and product design may be the real moat in an era where everyone has access to the same LLMs.Keywords: Grammarly acquires Superhuman, Superhuman email, Loïc Houssier, AI productivity, AI-native software, email AI, workflow AI, OpenAI, Anthropic, LLMs, vibe coding, Cursor, UX design moat, product-led growth, startup defensibility, AI hiring.Follow the PodcastInstagram: https://www.instagram.com/venturecapitalfm/Twitter: https://twitter.com/vcpodcastfmLinkedIn: https://www.linkedin.com/company/venturecapitalfm/Spotify: https://open.spotify.com/show/7BQimY8NJ6cr617lqtRr7N?si=ftylo2qHQiCgmT9dfloD_g&nd=1&dlsi=7b868f1b72094351Apple: https://podcasts.apple.com/us/podcast/venture-capital/id1575351789Website: https://www.venturecapital.fm/Follow Jon BradshawLinkedIn: https://www.linkedin.com/in/mrbradshaw/Instagram: https://www.instagram.com/mrjonbradshaw/Twitter: https://twitter.com/mrjonbradshawFollow Peter HarrisLinkedIn: https://www.linkedin.com/in/peterharris1Twitter: https://twitter.com/thevcstudentInstagram: https://instagram.com/shodanpeteYoutube: https://www.youtube.com/@peterharris2812#Superhuman #Grammarly #AI #Productivity #Startups #VentureCapital #Email #LLM #OpenAI #Anthropic #VibeCoding #UXDesign #ProductManagement #Engineering

Dating apps are broken — and AI matchmaking might be the next platform shift.Dini (Nandini) Mullaji, co-founder of Sitch, joins Whitney Hazard (M13) to explain how conversational AI and LLMs are replacing swiping with a matchmaker-style experience: deep onboarding, memory, non-negotiables, and curated introductions.We cover consumer AI defensibility, why Sitch avoids subscriptions (pay-per-setup), growth through referrals + branding, what dating data reveals (politics > height), and why AI should scale the matchmaker — not replace human connection.Keywords: AI dating, matchmaking, dating apps, consumer AI startups, venture capital, M13, Sitch, LLMs, OpenAI, relationship tech, seed investing, Stanford GSB, growth marketing.GuestsNandini Mullaji — Co-founder, SitchWhitney Hazard — Investor, M13 (Seed + Series A)Follow the PodcastInstagram: https://www.instagram.com/venturecapitalfm/Twitter: https://twitter.com/vcpodcastfmLinkedIn: https://www.linkedin.com/company/venturecapitalfm/Spotify: https://open.spotify.com/show/7BQimY8NJ6cr617lqtRr7N?si=ftylo2qHQiCgmT9dfloD_g&nd=1&dlsi=7b868f1b72094351Apple: https://podcasts.apple.com/us/podcast/venture-capital/id1575351789Website: https://www.venturecapital.fm/Follow Jon BradshawLinkedIn: https://www.linkedin.com/in/mrbradshaw/Instagram: https://www.instagram.com/mrjonbradshaw/Twitter: https://twitter.com/mrjonbradshawFollow Peter HarrisLinkedIn: https://www.linkedin.com/in/peterharris1Twitter: https://twitter.com/thevcstudentInstagram: https://instagram.com/shodanpeteYoutube: https://www.youtube.com/@peterharris2812

In this episode of The Venture Capital Podcast, Jon Bradshaw and Peter Harris are joined by Stine Mølgaard Sørensen, Partner at Alliance VC, a Nordic early-stage fund focused on AI.Stine—an operator and repeat founder turned investor—shares how Nordic venture approaches contrarian vs consensus investing, why Scandinavia can be a powerful “safe launchpad” for startups, and what founders should consider when scaling beyond Europe. The conversation also tackles a question most investors avoid: when should a board member step down—and how do you make that change without blowing up relationships?They also discuss Alliance VC’s portfolio, including 1X (humanoid robots) and Superside, plus what it takes to build real conviction early.Follow the PodcastInstagram: https://www.instagram.com/venturecapitalfm/Twitter: https://twitter.com/vcpodcastfmLinkedIn: https://www.linkedin.com/company/venturecapitalfm/Spotify: https://open.spotify.com/show/7BQimY8NJ6cr617lqtRr7N?si=ftylo2qHQiCgmT9dfloD_g&nd=1&dlsi=7b868f1b72094351Apple: https://podcasts.apple.com/us/podcast/venture-capital/id1575351789Website: https://www.venturecapital.fm/Follow Jon BradshawLinkedIn: https://www.linkedin.com/in/mrbradshaw/Instagram: https://www.instagram.com/mrjonbradshaw/Twitter: https://twitter.com/mrjonbradshawFollow Peter HarrisLinkedIn: https://www.linkedin.com/in/peterharris1Twitter: https://twitter.com/thevcstudentInstagram: https://instagram.com/shodanpeteYoutube: https://www.youtube.com/@peterharris2812

AI is changing recruiting faster than most founders realize — and not always in the way they expect.In this episode of The Venture Capital Podcast, we’re joined by Greg Toroosian, Founder & CEO of Samson Rose and host of Machine Minds, to break down how AI, robotics, and automation are reshaping hiring, why resumes are starting to look the same, and what actually matters when evaluating talent in 2025 and beyond.We unpack:Why AI-generated resumes are flooding hiring pipelinesHow recruiters are using AI (and where it breaks)Why startups are struggling to compete with Meta, Google, and Big Tech for talentThe real reasons great candidates ignore outreachHow founders can hire elite engineers without overpayingWhat’s changing in robotics and AI talent marketsWhich robotics companies Greg is most excited about right nowWhether you’re a founder, investor, recruiter, or engineer, this episode is a no-BS look at what’s actually happening in the talent market — and how to stay ahead as AI rewrites the rules.🎧 Listen for practical insights on hiring, retaining top talent, and building teams in the age of AI and robotics.Follow the PodcastInstagram: https://www.instagram.com/venturecapitalfm/Twitter: https://twitter.com/vcpodcastfmLinkedIn: https://www.linkedin.com/company/venturecapitalfm/Spotify: https://open.spotify.com/show/7BQimY8NJ6cr617lqtRr7N?si=ftylo2qHQiCgmT9dfloD_g&nd=1&dlsi=7b868f1b72094351Apple: https://podcasts.apple.com/us/podcast/venture-capital/id1575351789Website: https://www.venturecapital.fm/Follow Jon BradshawLinkedIn: https://www.linkedin.com/in/mrbradshaw/Instagram: https://www.instagram.com/mrjonbradshaw/Twitter: https://twitter.com/mrjonbradshawFollow Peter HarrisLinkedIn: https://www.linkedin.com/in/peterharris1Twitter: https://twitter.com/thevcstudentInstagram: https://instagram.com/shodanpeteYoutube: https://www.youtube.com/@peterharris2812

In this episode of The Venture Capital Podcast, we sit down with Dr. Muthu Alagappan, CEO & Co-Founder of Council Health, and Rob Biederman, Managing Partner at Asymmetric Capital Partners, to explore how AI is reshaping healthcare delivery.We unpack the idea of “care at the cost of compute”, why primary care is fundamentally broken, and how AI-native, physician-supervised models could dramatically expand clinical supply without sacrificing safety.You’ll hear a candid discussion on:Why healthcare has massive supply–demand gapsAI hallucinations and why off-the-shelf models aren’t safe for medical adviceHow Council combines medical AI with real doctors in the same workflowWhether AI will replace primary care doctors or act as a co-pilotThe role of data, prevention, and personalized care in the future of medicineA grounded, real-world look at where AI actually works in healthcare — and where it shouldn’t.Follow the PodcastInstagram: https://www.instagram.com/venturecapitalfm/Twitter: https://twitter.com/vcpodcastfmLinkedIn: https://www.linkedin.com/company/venturecapitalfm/Spotify: https://open.spotify.com/show/7BQimY8NJ6cr617lqtRr7N?si=ftylo2qHQiCgmT9dfloD_g&nd=1&dlsi=7b868f1b72094351Apple: https://podcasts.apple.com/us/podcast/venture-capital/id1575351789Website: https://www.venturecapital.fm/Follow Jon BradshawLinkedIn: https://www.linkedin.com/in/mrbradshaw/Instagram: https://www.instagram.com/mrjonbradshaw/Twitter: https://twitter.com/mrjonbradshawFollow Peter HarrisLinkedIn: https://www.linkedin.com/in/peterharris1Twitter: https://twitter.com/thevcstudentInstagram: https://instagram.com/shodanpeteYoutube: https://www.youtube.com/@peterharris2812

Rob Hadick (GP at Dragonfly) joins VC.fm to break down how crypto venture actually works through cycles — and why the smartest firms stay countercyclical when everyone else is panicking.We go deep on the shift from “protocols capture all value” to the rise of crypto applications that generate real revenue, including prediction markets (Polymarket), stablecoin infrastructure, DeFi-backed fintech products, and the next era of tokenization + onchain financial rails.Rob also explains stablecoins in plain English, why adoption is accelerating across emerging markets and Fortune 500s, and where AI + crypto overlaps in ways that aren’t pure speculation.Follow the PodcastInstagram: https://www.instagram.com/venturecapitalfm/Twitter: https://twitter.com/vcpodcastfmLinkedIn: https://www.linkedin.com/company/venturecapitalfm/Spotify: https://open.spotify.com/show/7BQimY8NJ6cr617lqtRr7N?si=ftylo2qHQiCgmT9dfloD_g&nd=1&dlsi=7b868f1b72094351Apple: https://podcasts.apple.com/us/podcast/venture-capital/id1575351789Website: https://www.venturecapital.fm/Follow Jon BradshawLinkedIn: https://www.linkedin.com/in/mrbradshaw/Instagram: https://www.instagram.com/mrjonbradshaw/Twitter: https://twitter.com/mrjonbradshawFollow Peter HarrisLinkedIn: https://www.linkedin.com/in/peterharris1Twitter: https://twitter.com/thevcstudentInstagram: https://instagram.com/shodanpeteYoutube: https://www.youtube.com/@peterharris2812

Breaking into VC is harder than breaking into professional sports — literally. In this episode, Intuit Ventures investor Tanvi Lal explains why VC recruiting is so broken, why most people don’t actually know why they want to be in venture, and how she finally cracked the code after dozens of rejections.We dive into: • Why VC hiring is a “barter system of social capital” • The #1 mistake candidates make when trying to break in • How corporate VC really works behind the scenes • Why AI + accounting might be fintech’s wildest opportunity • How founders should think about taking CVC money • The difference between real ARR vs “founder math”If you’re exploring VC, raising from VC, or trying to understand AI’s impact on finance — this conversation hits.Follow the PodcastInstagram: https://www.instagram.com/venturecapitalfm/Twitter: https://twitter.com/vcpodcastfmLinkedIn: https://www.linkedin.com/company/venturecapitalfm/Spotify: https://open.spotify.com/show/7BQimY8NJ6cr617lqtRr7N?si=ftylo2qHQiCgmT9dfloD_g&nd=1&dlsi=7b868f1b72094351Apple: https://podcasts.apple.com/us/podcast/venture-capital/id1575351789Website: https://www.venturecapital.fm/Follow Jon BradshawLinkedIn: https://www.linkedin.com/in/mrbradshaw/Instagram: https://www.instagram.com/mrjonbradshaw/Twitter: https://twitter.com/mrjonbradshawFollow Peter HarrisLinkedIn: https://www.linkedin.com/in/peterharris1Twitter: https://twitter.com/thevcstudentInstagram: https://instagram.com/shodanpeteYoutube: https://www.youtube.com/@peterharris2812

In this episode of The Venture Capital Podcast, Jon Bradshaw and Peter Harris sit down with Costas Papaikonomou, co-founder of the $200M Una Terra Early Growth Fund, to unpack what it really takes to scale the circular economy.Costas shares how his background in engineering, innovation consulting, and a successful exit to Accenture shaped Una Terra’s thesis: backing “drop-in” solutions that plug into existing industrial infrastructure instead of trying to rebuild the world from scratch.They get into: • Why packaging, waste and food ingredients are massive, underrated VC markets • How regulation in Europe is reshaping single-use plastics and recycling • Why Una Terra focuses on real-world unit economics first, impact second (but still runs as an Article 9 impact fund) • Case studies: pulp-based bottle packaging, Greyparrot’s AI for waste sorting, and circular fashion brand Another Tomorrow • Power law vs “normal distribution” returns, and why most exits will be strategic acquisitions, not unicorn IPOsIf you care about climate, industrial innovation, and non-SaaS venture opportunities, this one’s loaded.Follow the Unaterra HQ: www.Unaterra.vc Linkedin: www.linkedin.com/company/una-terra-vs Costas Book (Disruption Fallacy): www.re8el.com Follow the PodcastInstagram: https://www.instagram.com/venturecapitalfm/Twitter: https://twitter.com/vcpodcastfmLinkedIn: https://www.linkedin.com/company/venturecapitalfm/Spotify: https://open.spotify.com/show/7BQimY8NJ6cr617lqtRr7N?si=ftylo2qHQiCgmT9dfloD_g&nd=1&dlsi=7b868f1b72094351Apple: https://podcasts.apple.com/us/podcast/venture-capital/id1575351789Website: https://www.venturecapital.fm/Follow Jon BradshawLinkedIn: https://www.linkedin.com/in/mrbradshaw/Instagram: https://www.instagram.com/mrjonbradshaw/Twitter: https://twitter.com/mrjonbradshawFollow Peter HarrisLinkedIn: https://www.linkedin.com/in/peterharris1Twitter: https://twitter.com/thevcstudentInstagram: https://instagram.com/shodanpeteYoutube: https://www.youtube.com/@peterharris2812

What happens when a former gaming founder takes a hard look at his marriage — and realizes the biggest problem isn’t love, it’s routine?In this episode, we sit down with Offer (Founder & CEO of ARYA) and Phylicia Koh (General Partner at Play Ventures) to unpack how a single moment — “Babe… what happened to us?” — sparked a new category in relationship wellness.We dive into:Why routine is the “final boss” in every relationshipHow game design and psychology can rebuild intimacyThe real meaning of gamification (and why most people get it wrong)Why consumer apps struggle with engagement — and how free-to-play mechanics fix itHow AI can responsibly support human connectionThe blue-ocean opportunity in taboo or overlooked marketsFrom a Typeform MVP that people actually paid for… to the deeper science behind staying in love, this episode blends tech, human behavior, VC insight, and real vulnerability.Whether you’re building products, building relationships, or both — this convo hits.Follow the PodcastInstagram: https://www.instagram.com/venturecapitalfm/Twitter: https://twitter.com/vcpodcastfmLinkedIn: https://www.linkedin.com/company/venturecapitalfm/Spotify: https://open.spotify.com/show/7BQimY8NJ6cr617lqtRr7N?si=ftylo2qHQiCgmT9dfloD_g&nd=1&dlsi=7b868f1b72094351Apple: https://podcasts.apple.com/us/podcast/venture-capital/id1575351789Website: https://www.venturecapital.fm/Follow Jon BradshawLinkedIn: https://www.linkedin.com/in/mrbradshaw/Instagram: https://www.instagram.com/mrjonbradshaw/Twitter: https://twitter.com/mrjonbradshawFollow Peter HarrisLinkedIn: https://www.linkedin.com/in/peterharris1Twitter: https://twitter.com/thevcstudentInstagram: https://instagram.com/shodanpeteYoutube: https://www.youtube.com/@peterharris2812

How do you build long-term trust between founders and investors—and what happens when that trust meets the chaos of AI-driven commerce? In this episode, Peter Harris and Jon Bradshaw sit down with Kimberly Shenk, founder & CEO of Novi, and Brian Rothenberg, partner at DeFi VC, to explore:How past working relationships shape investor–founder dynamicsThe art of saying “no” without burning bridgesWhy small brands can outrank giants in AI-powered shoppingThe death (and rebirth) of SEO in the LLM eraReal frameworks for finding product-market fit “Machines care more about truth; humans are easily persuaded.” A high-signal, no-fluff conversation on the future of trust, data, and growth in the age of AI.Follow the PodcastInstagram: https://www.instagram.com/venturecapitalfm/Twitter: https://twitter.com/vcpodcastfmLinkedIn: https://www.linkedin.com/company/venturecapitalfm/Spotify: https://open.spotify.com/show/7BQimY8NJ6cr617lqtRr7N?si=ftylo2qHQiCgmT9dfloD_g&nd=1&dlsi=7b868f1b72094351Apple: https://podcasts.apple.com/us/podcast/venture-capital/id1575351789Website: https://www.venturecapital.fm/Follow Jon BradshawLinkedIn: https://www.linkedin.com/in/mrbradshaw/Instagram: https://www.instagram.com/mrjonbradshaw/Twitter: https://twitter.com/mrjonbradshawFollow Peter HarrisLinkedIn: https://www.linkedin.com/in/peterharris1Twitter: https://twitter.com/thevcstudentInstagram: https://instagram.com/shodanpeteYoutube: https://www.youtube.com/@peterharris2812