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In this episode of The Startup Exit Podcast, hosts Lucas and Luna explore the often-overlooked strategy of stock lending before an IPO lockup expires. Using recent market data—including NVIDIA's five percent weekly dip and Coinbase's twenty-two percent surge—they discuss how founders can generate income from idle shares while waiting to sell. Lucas explains the mechanics of securities lending, the role of prime brokers, and the risks of recall risk and short interest. They reference recent headlines about AI startups and robotics to ground the conversation, and consider why stock lending remains a niche tool despite its potential. The episode also touches on how founders can use lending programs to signal confidence or manage tax exposure. With a blend of practical detail and investor psychology, this episode offers a fresh angle on founder liquidity that goes beyond selling or holding.
#StockLending #FounderLiquidity #IPO #Lockup #SecuritiesLending #ShortInterest #PrimeBroker #LucasAndLuna #StartupExit #Business #Finance #Technology #NVIDIA #Coinbase #ExitStrategy #FexingoBusiness #BusinessPodcast #WealthManagement
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On this episode of The Startup Exit Podcast, Lucas and Luna unpack a quiet but powerful tool founders are using to protect their post-IPO wealth: put options. When a founder's stock is locked up and the market turns, a put can lock in a floor without triggering a sale. Lucas walks through a real scenario—a founder who bought puts ahead of a volatile earnings window—and explains how the cost, timing, and strike selection matter. They also touch on why this strategy is still rare among founders, how it differs from a collar, and what regulators think. With markets showing fresh jitters—NVIDIA down 4.6 percent and Coinbase up 23.9 percent over the last five days—the timing feels right. Tune in for a concrete playbook on hedging founder wealth without selling a single share.
#PutOptions #FounderHedging #IPOWealth #LiquidityEvent #StartupExit #Hedging #OptionsStrategy #FounderFinance #Business #Technology #FexingoBusiness #BusinessPodcast #Finance #WealthManagement #Securities #Derivatives #StockMarket #Founders
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On this episode of The Startup Exit Podcast, Lucas and Luna dive into the mechanics of tender offers — how founders and early employees can sell shares before an IPO without waiting for the lockup to expire. They break down the recent surge in secondary activity, using Palantir's structure as a durable example, and explain how tender offers create a price-discovery mechanism that benefits buyers and sellers alike. They also explore the quiet psychological shift when a founder cashes out early: what it does to motivation, to the cap table, and to the story a company tells its next investors. With market data showing a hot week for high-growth names, including Coinbase up nearly 24 percent in five days, the timing feels right for founders to consider an early liquidity window. If you're building or running a company, this episode gives you a concrete framework for thinking about whether a tender offer is right for your team — and how to avoid the common pitfalls that trip up first-time founders.
#TenderOffers #PreExitLiquidity #FounderLiquidity #SecondarySales #StartupExit #IPO #Lockup #CapTable #PriceDiscovery #EmployeeEquity #Business #Finance #Entrepreneurship #TechStartups #FexingoBusiness #BusinessPodcast #StartupPodcast #ExitStrategy
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When a startup goes public via a SPAC, founders often get warrants that can be exercised after the merger. In episode 163 of The Startup Exit Podcast, Lucas and Luna unpack how those warrants work, why they're often mispriced, and how founders can turn them into a second liquidity event. They discuss the recent surge in SPAC-related stocks, including Coinbase's 23 percent weekly jump, and walk through a concrete example of a founder who used warrant proceeds to fund their next venture. The episode also touches on the risks of warrant dilution and the importance of reading the fine print in the warrant agreement. Whether you're a founder considering a SPAC exit or an investor eyeing post-merger volatility, this episode gives you a practical playbook for navigating the warrant lifecycle. Tune in to understand how a seemingly obscure financial instrument can become a strategic tool for founder liquidity.
#SPAC #Warrants #FounderLiquidity #IPO #ExitStrategy #StartupExit #Business #Finance #Technology #Coinbase #CapitalMarkets #StartupLife #FounderJourney #LiquidityEvent #FexingoBusiness #BusinessPodcast #StartupNews #FounderFinance
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In episode 162 of The Startup Exit Podcast, Lucas and Luna dive into the mechanics of earnout caps — the often-overlooked clauses that can quietly cap how much founders actually pocket after an acquisition. Using the recent legal dust-up between Runlayer and Rippling as a cautionary tale, they explain why capping earnouts at a multiple of revenue can turn a $50 million headline deal into a $30 million payout, and how founders can negotiate for uncapped upside or structure earnouts around EBITDA growth instead. They also touch on how the current IPO market's volatility, seen in META's 7.5 percent drop over the past week, is pushing more founders toward private exits with earnout structures. If today's episode saved you from a painful surprise at closing, consider fueling the show at buy me a coffee dot com slash fexingo.
#StartupExit #FounderLiquidity #EarnoutCaps #MergersAndAcquisitions #Runlayer #Rippling #ExitPlanning #Business #Finance #Tech #Podcast #FexingoBusiness #BusinessPodcast #StartupLife #FounderAdvice #Acquisition #DueDiligence #Negotiation
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On this episode of The Startup Exit Podcast, Lucas and Luna dig into the mechanics of convertible notes at exit time. They break down how founder-friendly notes with valuation caps and discounts can distort payouts, why some acquirers push to convert notes early, and how the note's conversion terms interact with liquidation preferences. Using a concrete example of a $10 million exit with a $2 million convertible note, they walk through the math of who actually gets paid. They also touch on how the current market, with big swings in tech stocks like Shopify and Meta this week, is shaping founder decisions on when to convert. If you're a founder holding a convertible note, this episode gives you a clear mental model for what happens when the exit event hits.
#ConvertibleNotes #StartupExit #FounderLiquidity #ValuationCaps #LiquidationPreferences #ExitStrategy #MergersAndAcquisitions #StartupFinance #Business #Finance #Technology #FexingoBusiness #BusinessPodcast #StartupPodcast #ExitPlanning #NoteConversion #FounderAdvice #DealMaking
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In episode 160 of The Startup Exit Podcast, Lucas and Luna dig into a strategy founders often overlook when preparing for an IPO: voluntarily extending their lockup period beyond the mandatory 180 days. Using the recent example of a high-profile tech company that chose a 365-day lockup, they explain why this move can signal long-term conviction to investors, how it can stabilize the stock price after listing, and the trade-offs between flexibility and trust. The hosts also touch on the broader market of August 2026, where companies like Apple are navigating EU fee changes, and how a founder's public commitment can influence retail and institutional sentiment. If you're a founder mapping your own exit, this episode offers a practical playbook for using lockups as a strategic tool, not just a regulatory hoop.
#StartupExit #IPO #Lockup #FounderLiquidity #Business #Finance #VentureCapital #Equity #CapitalMarkets #FounderAdvice #ExitStrategy #StockMarket #InvestorRelations #FexingoBusiness #BusinessPodcast #TechPodcast #StartupLife #Fundraising
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When a buyer won't meet your price and you won't budge, earnout escrow can bridge the gap — but it's loaded with traps. In Episode 159 of The Startup Exit Podcast, Lucas and Luna break down how founders can structure earnout escrows to protect their payout, using the recent Higgsfield $400 million Series B as a springboard to talk about valuation momentum and deal mechanics. They walk through the three critical decisions — escrow sizing, payout triggers, and dispute resolution — and share real-world examples of founders who lost millions by winging it. If you're negotiating an exit or just love dealcraft, this one's for you.
#EarnoutEscrow #StartupExit #FounderLiquidity #MergersAndAcquisitions #DealNegotiation #ValuationGap #Higgsfield #SeriesB #BusinessPodcast #Finance #Technology #Entrepreneurship #VentureCapital #FounderAdvice #ExitStrategy #FexingoBusiness #StartupPodcast #MADeals
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In Episode 158 of The Startup Exit Podcast, Lucas and Luna explore directed share programs (DSPs) — the often-overlooked IPO tool that lets founders allocate shares to customers, employees, and community members before the public listing. Using real-world examples like Rivian's DSP and recent tech listings, they break down how DSPs build loyalty, stabilize the stock, and create an ownership culture. They also weigh the risks: SEC scrutiny, allocation fairness, and the potential for flippers. With market context from August 2026 — including Rivian's recent 6 percent drop — the hosts discuss why DSPs are becoming a standard part of the exit playbook. If you're a founder contemplating an IPO, this episode offers a practical look at a mechanism that can turn your biggest supporters into shareholders.
#DirectedSharePrograms #IPO #StartupExit #FounderLiquidity #CapitalMarkets #EquityAllocation #Rivian #CustomerOwnership #EmployeeShares #SECRules #Business #Finance #Technology #FexingoBusiness #BusinessPodcast #StartupPodcast #TechExits #IPOTips
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On this episode of The Startup Exit Podcast, Lucas and Luna dig into a niche but powerful liquidity tool: SPAC warrants. When a startup goes public via a SPAC merger, founders often receive warrants as part of the deal — but most don't know how to value them, when to exercise, or how to avoid the dilution trap. Using the current market as a backdrop — where tech stocks like Amazon have dipped 5.6% in the last five days while NVIDIA has climbed 3.5% — the hosts explain why warrants behave more like options than equity. They walk through a real-world example: a founder who held warrants through the post-merger lockup, watched the stock drop, and then saw the warrants expire worthless because they didn't account for the redemption clause. Lucas and Luna also discuss how founders can use warrants as a hedge or a second liquidity event, and why the SEC's rules on warrant accounting are often misunderstood. By the end, listeners will know the difference between exercising early and holding for a potential upside, and how to read the warrant agreement's fine print before signing. It's a practical guide for any founder navigating a SPAC exit.
#SPACWarrants #FounderLiquidity #StartupExit #IPO #WarrantExercise #RedemptionClause #DilutionRisk #SECRules #NVIDIA #Amazon #TechStocks #Business #Finance #Entrepreneurship #FexingoBusiness #BusinessPodcast #StartupPodcast #ExitStrategy
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