The Venture Capital Podcast with Fexingo: VCs, Term Sheets, and Startup Investing

The Venture Capital Podcast with Fexingo: VCs, Term Sheets, and Startup Investing

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The Venture Capital Podcast with Fexingo: VCs, Term Sheets, and Startup Investing episodes

  • The Anti-Portfolio VCs Never Talk About

    Every venture firm celebrates its winners — the unicorns, the IPOs, the 100x returns. But what about the ones that got away? In this episode of The Venture Capital Podcast with Fexingo, Lucas and Luna dig into the concept of the 'anti-portfolio': the startups that VCs passed on or failed to back, and what those misses reveal about decision-making, pattern recognition, and the role of luck in venture. They look at a16z's famous pass on Instagram, Benchmark's near-miss with Uber, and the structural reasons why VCs are often wrong about startups that later become category-defining. Recorded on June 7, 2026, against a backdrop of big tech sell-offs — Microsoft down 9.5 percent in a week, NVIDIA off 8.5 percent — the conversation explores whether the current market rotation is creating a new wave of anti-portfolio stories for firms that stick too rigidly to valuation discipline. For founders and investors alike, it's a reminder that the biggest risks are often the ones you didn't take.

    #VentureCapital #AntiPortfolio #StartupInvesting #TermSheets #VCMissedOpportunities #a16z #Benchmark #Instagram #Uber #DecisionMaking #PatternRecognition #LuckVsSkill #MarketRotation #TechSellOff #FexingoBusiness #BusinessPodcast #StartupStrategy #VentureReturns

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    9 min
  • Why VCs Are Using Rolling Funds to Stay Nimble

    Carta data shows rolling funds now account for 12% of new VC vehicles, up from 2% three years ago. Lucas and Luna break down why general partners are abandoning the traditional ten-year fund model for a continuous capital approach. They examine AngelList's latest numbers, how rolling funds change LP commitment dynamics, and what this means for founders raising from these vehicles. Plus, a look at how Sequoia's 2021 fund restructuring presaged this shift. If you're building or investing in startups, understanding rolling funds is essential for navigating the current fundraising landscape.

    #RollingFunds #VentureCapital #AngelList #Carta #FundStructure #LPs #StartupFunding #Sequoia #ContinuousCapital #VCTrends #Founders #CapitalMarkets #Business #Technology #Investing #FexingoBusiness #BusinessPodcast #TheVentureCapitalPodcast

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    11 min
  • The VC Return Stack That Matters More Than Valuation

    Episode 35 of The Venture Capital Podcast with Fexingo. Lucas and Luna dig into a term-sheet metric that founders and limited partners rarely scrutinize: the 'return stack' — the order and structure of how different fund vehicles stack capital gains. Using recent performance data from top-tier firms like Sequoia and a16z, they show how a fund's vintage year, fee structure, and coinvestment rights can shift net returns by 500 basis points or more, even when gross IRRs look identical. Lucas points to the June 2026 sell-off in growth tech — shares of Microsoft down 9.5 percent in a week, Coinbase down 16.5 percent — as a real-time stress test for stacked return structures. Luna challenges whether limited partners actually have the leverage to negotiate these terms. The episode closes with a practical takeaway for founders: understand your lead investor's return stack before signing the term sheet.

    #VentureCapital #TermSheets #ReturnStack #VCReturns #LPs #Founders #Sequoia #A16z #IRR #FeeStructures #CoInvestment #VintageYear #Microsoft #Coinbase #TechSelloff #Business #FexingoBusiness #BusinessPodcast

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    10 min
  • Why VCs Are Betting on Solo Founders Now

    This episode explores the growing trend of venture capitalists investing in solo founders, challenging the long-held belief that startups need co-founders. Lucas and Luna discuss the data behind solo-founder success, why VCs are changing their stance, and what this means for term sheets. They reference Reid Hoffman's recent departure from Microsoft's board to go 'founder mode' with Manus, and the surprising performance of solo-founded companies in recent funding rounds. The conversation covers the shift in risk assessment, the role of AI in enabling solo teams, and how founder-friendly terms are evolving. Specific numbers include the 30 percent higher failure rate historically attributed to solo founders, versus recent data showing 15 percent better capital efficiency. The episode also touches on the broader market volatility reflected in the five-day drops of stocks like Microsoft (-9.5 percent) and Coinbase (-16.5 percent), and what that means for startup funding. Tune in for a realistic look at the solo founder debate in 2026.

    #SoloFounders #VentureCapital #ReidHoffman #Manus #Microsoft #StartupFunding #FounderMode #TermSheets #CoFounderDebate #AIStartups #CapitalEfficiency #VCtrends #Business #Technology #FexingoBusiness #BusinessPodcast #VCPodcast #StartupInvesting

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    8 min
  • Why VCs Are Using Revenue-Based Financing Now

    In this episode of The Venture Capital Podcast with Fexingo, Lucas and Luna unpack the rise of revenue-based financing (RBF) in venture capital. They focus on how RBF differs from traditional equity and why it's gaining traction in 2026, especially for capital-efficient startups. The hosts examine a real-world example: Bootstrapped e-bike maker Lectric, which grew while VC-backed competitors went bankrupt, showing the power of non-dilutive growth. Lucas and Luna also discuss a new RBF fund announced by a major VC firm and how founders can evaluate whether RBF is right for them. Tune in for a practical look at a financing model that's reshaping early-stage investing.

    #RevenueBasedFinancing #VentureCapital #StartupFunding #NonDilutiveCapital #Lectric #EBike #Bootstrapping #VC #TermSheet #Founder #GrowthCapital #Business #Technology #FexingoBusiness #BusinessPodcast #VCPodcast #StartupStrategy #CapitalEfficiency

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    9 min
  • The Unreadable Clause VCs Slip Into Term Sheets

    Lucas and Luna dig into one of the most opaque provisions in venture capital term sheets: the information rights clause. They explain how what looks like a standard transparency measure can give VCs leverage to force a sale, block a pivot, or even peek at a competitor's board materials. Using real examples from recent financing rounds—including the fine print in Anthropic's pre-IPO documents and the Founders Fund's unusual demands in a late-stage deal—they show founders exactly which sub-clauses to flag. Lucas breaks down the three variations of information rights that matter: affirmative, negative, and the rare 'super-information' right that essentially gives a lead investor complete visibility into the company's decision-making. Luna pushes back on whether founders should ever accept the most aggressive version, and they walk through a concrete negotiation tactic to carve out competitive-sensitive data. The episode closes with a practical checklist for any founder reviewing a term sheet this quarter.

    #VentureCapital #TermSheets #InformationRights #Founders #StartupInvesting #VCNegotiation #Anthropic #FoundersFund #PreIPO #Governance #BoardRights #CompetitiveIntelligence #LiquidationPreference #Business #Technology #FexingoBusiness #BusinessPodcast #TheVentureCapitalPodcast

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    7 min
  • Why VCs Are Using Revenue-Based Financing Now

    Lucas and Luna unpack the shift from traditional venture equity to revenue-based financing (RBF). With Palantir down nearly 10% in a week and Coinbase off 13%, the hosts explore why more startups are choosing royalty-like deals over dilution. Lucas breaks down the math: a typical RBF deal takes 2-8% of monthly revenue until 1.5x to 3x the principal is repaid. He cites Pipe and Lighter Capital as examples, noting that RBF now accounts for roughly 15% of early-stage deals in SaaS, up from 5% three years ago. Luna challenges whether RBF works for hardware or biotech, where revenue is slower. They discuss the tension: founders preserve ownership but lose flexibility. The episode closes with a look at how RBF is reshaping term sheets and why VCs are launching dedicated RBF funds.

    #RevenueBasedFinancing #VentureCapital #StartupFunding #SaaS #NonDilutiveCapital #Pipe #LighterCapital #FounderOwnership #TermSheets #BusinessFinance #TechStartups #PrivateMarkets #PLTR #COIN #VCStrategy #FexingoBusiness #BusinessPodcast #TheVentureCapitalPodcast

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    8 min
  • Why Benchmark Raised a Growth Fund After 30 Years

    This week, Benchmark — one of the most storied venture firms in Silicon Valley — announced it raised its first-ever growth fund as part of a $2 billion capital raise. Lucas and Luna unpack why a firm that built its reputation on early-stage bets is now moving downstream. They look at the numbers: Benchmark's $2 billion haul, how it compares to peers like Sequoia and Accel, and what the shift says about the broader venture market in mid-2026. They also connect it to real-time data: ARKK is down 3.5% in five days, and growth-stage companies are staying private longer. Is this a sign that the IPO window is still tight, or just smart adaptation from a firm that knows how to evolve? Plus, a quick chat about how listener support keeps the show ad-free.

    #Benchmark #GrowthFund #VentureCapital #VC #StartupInvesting #TermSheets #LateStage #IPO #PrivateMarkets #Sequoia #Accel #SandHillRoad #FexingoBusiness #BusinessPodcast #VCPodcast #Startups #Funding #2026

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    11 min
  • How Founders Can Stop VCs From Piling On With Co-Sale Agreements

    Lucas and Luna break down the co-sale agreement — a term sheet clause that lets existing investors tag along when a founder sells shares to a third party. They explain how this clause can trap founders who want partial liquidity, using the example of an edtech startup that hit a 4x return but still couldn't cash out any shares without investor approval. The hosts walk through the negotiation dynamic, showing how co-sale rights are becoming more common as VCs try to protect themselves in a market where secondary sales are surging — up 40% in 2025 according to Forge Global data. Lucas shares a concrete tactic: asking for a minimum threshold like $5 million before co-sale kicks in, or an exception for the first 20% of shares sold. The conversation also touches on how recent public market moves — like Alphabet down 7.9% and Amazon down 9.2% over the past five days — are pushing more late-stage startups to explore partial exits, which makes this clause especially timely for founders and operators.

    #CoSaleAgreement #TermSheet #VentureCapital #FounderLiquidity #SecondaryShares #StartupLaw #Edtech #ForgeGlobal #LiquidityEvent #ShareholdersAgreement #DragAlong #TagAlong #Business #Technology #FexingoBusiness #BusinessPodcast #StartupStrategy #VCNegotiation

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    9 min
  • The Valuation Gap Between Public and Private Markets

    On this episode of The Venture Capital Podcast, Lucas and Luna dive into the widening valuation disconnect between public and private markets. With recent IPOs trading below their last private rounds and late-stage startups raising at multiples that public comps don't support, the hosts examine what this means for term sheets, down rounds, and VC return math. They use real data: Palantir's 14.8 percent five-day surge versus Shopify's 9.8 percent jump, and Cyera's reported 80x ARR valuation — a multiple that would dwarf most public SaaS companies. Lucas explains the mechanics of 'cram-down' provisions and how VCs are structuring deals to protect against public-market repricing. Luna pushes back on whether the gap is a bubble or a rational bet on growth. The episode includes a natural listener-support mention for the ad-free show.

    #VentureCapital #PrivateMarkets #PublicMarkets #ValuationGap #TermSheets #DownRounds #CramDown #Cyera #Palantir #Shopify #SaaS #StartupInvesting #VC #Business #Technology #FexingoBusiness #BusinessPodcast #TheVentureCapitalPodcast

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    8 min

About The Venture Capital Podcast with Fexingo: VCs, Term Sheets, and Startup Investing

From the publisher's feed

Lucas and Luna sit across from each other at a Sand Hill Road conference table, a term sheet between them, dissecting the mechanics of venture capital. Each episode of The Venture Capital Podcast with Fexingo is a real-time examination of startup investing: the arithmetic of liquidation preferences, the nuance of anti-dilution clauses, the signal in a down round. They never opine for the sake of opinion. Instead, they pull live data — deal flow from PitchBook, valuation trends from Carta, IPO filings from the SEC — and ask the questions a thoughtful investor would ask: What does this cap table tell us about founder alignment? How do these LP terms shift the fund's risk profile? Is this market multiple justified by the unit economics? Lucas, with his journalist's precision, sets the scene: a round closes, a unicorn flatpacks, a new fund announces. Luna, the engaged interlocutor, challenges assumptions, pokes at the fine print, and connects the numbers to the people behind them. They name names — Accel, Sequoia, a16z — but never for hype; always for the lesson embedded in the deal. This show is for founders who've heard 'market standard' one too many times, VCs who want to sharpen their thesis, and anyone who believes that the best venture conversations are about structure, not spin. What happens when the term sheet you're handed isn't the one you thought you'd see?