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In this episode of The Acquisition Talk, Lucas and Luna dissect a classic but costly M&A pitfall: the asset purchase structure. Through the story of a founder who sold his business for $120 million but walked away with $83 million after taxes and liabilities, they explore how the choice between asset and stock sale can reshape a deal's economics. They cover the tax implications, the assumption of liabilities, and the negotiation leverage each structure gives buyers and sellers. Lucas explains why asset deals are often a red flag for sellers, how to push back with a stock sale or price adjustment, and the hidden traps in working capital and indemnification clauses. Luna brings a fresh perspective on how sellers can protect themselves without scaring off buyers. Tune in for a practical breakdown of one of the most consequential decisions in any business sale.
#AssetPurchase #StockSale #MergersAndAcquisitions #BusinessSale #TaxPlanning #LiabilityManagement #NegotiationTactics #MADeals #FounderAdvice #BusinessExit #AcquisitionTalk #BusinessPodcast #FexingoBusiness #Finance #DealStructuring #MergersAndAcquisitions #BusinessSale #TaxStrategy
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In episode 177 of The Acquisition Talk, Lucas and Luna dig into a deal where the founder's equity rollover—not the price—became the real battleground. The seller, a profitable logistics software company, agreed to roll over 20 percent of his equity into the buyer's holdco. But the conversion mechanics were drafted around the buyer's preferred return, and by the time the exit came, that rollover had been diluted to almost nothing. We walk through the specific clause, the 'waterfall' language that caused the problem, and the two questions every founder should ask before signing a rollover agreement. If you're ever on the sell side of a private equity deal, this episode could save you eight figures.
#EquityRollover #PrivateEquity #MergersAndAcquisitions #SellSide #DealNegotiation #FounderAdvice #BusinessSale #Holdco #Waterfall #PreferredReturn #Dilution #LiquidationPreference #ExitPlanning #AcquisitionTalk #FexingoBusiness #BusinessPodcast #DealStructuring #WealthProtection
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In episode 176 of The Acquisition Talk, Lucas and Luna dissect a deal that went sideways not at closing, but six months after, when the buyer's lenders triggered a loan covenant breach. The seller had agreed to a post-closing financial covenant tied to the acquired business's EBITDA, and a modest shortfall triggered a default that wiped out the seller's remaining earnout and led to a clawback of the purchase price. The hosts explain how a seemingly standard covenant in the buyer's credit agreement became a leverage tool, why sellers need to understand the buyer's financing structure before signing, and the specific language that could have protected this seller. They also discuss the broader lesson: in a deal environment where leverage is still pricey and lenders are hawkish, post-closing covenants are a growing risk for sellers who think their job ends at closing. This episode offers practical takeaways for any operator considering a sale, including how to negotiate covenant look-back periods, materiality qualifiers, and cure rights.
#LoanCovenant #Acquisition #MergersAndAcquisitions #BusinessSale #SellerProtection #Earnout #EBITDA #CreditAgreement #Leverage #MAndA #DealMaking #BusinessPodcast #FexingoBusiness #Finance #LegalTrap #OperatorAdvice #SellSide #AcquisitionTalk
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In this episode of The Acquisition Talk with Fexingo, Lucas and Luna dissect a classic earnout definitional dispute. When a seller's earnout was tied to achieving a specific EBITDA milestone, the buyer used aggressive accounting adjustments to miss the target by a whisker, costing the seller $25 million. We walk through how the earnout was written, where the ambiguity lived, and why a few precise words could have changed the outcome. Plus, we explore the role of independent arbitrators as a safety net, and why even a simple earnout can explode without careful drafting. If you're a founder looking to sell or a buyer structuring a deal, this is a masterclass in protecting your downside.
#EarnoutTrap #EBITDADefinition #MergerAndAcquisition #BusinessSale #SellSideAdvisor #DealStructure #IndependentArbitrator #EarnoutDispute #AcquisitionTalk #FexingoBusiness #BusinessPodcast #MergersAndAcquisitions #WorkingCapital #PurchasePrice #EarnoutMilestone #EarnoutAgreement #MADeals #SellerProtection
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In this episode of The Acquisition Talk, Lucas and Luna dissect a painful but instructive deal: a mid-market manufacturing business that lost $44 million when the buyer invoked a material adverse change clause after a routine regulatory setback. The seller assumed the MAC clause was boilerplate, but the definition of 'material' was unusually broad—and the buyer's interpretation held up in negotiation. Lucas breaks down the exact language that caused the damage, how the seller's team could have narrowed it, and what every operator should check before signing a letter of intent. Luna pushes back on the idea that MAC clauses are always a trap, and they discuss when a buyer's MAC argument is actually legitimate. If you're selling a business, this episode shows you why the MAC clause deserves as much attention as the purchase price.
#MaterialAdverseChange #MergersAndAcquisitions #BusinessSale #DealNegotiation #SellerProtection #AcquisitionTalk #BusinessPodcast #MAndA #TransactionRisk #ContractClauses #NegotiationStrategy #MidMarketMergers #BusinessOwners #DealMaking #MergersAndAcquisitions #BusinessSale #FexingoBusiness #PodcastEpisode
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In this episode of The Acquisition Talk, Lucas and Luna dissect the escalation clause — a seemingly innocuous pricing mechanism in private deal letters that can quietly inflate a purchase price by tens of millions. Using a real-world case where a buyer lost $38 million, they explain how a poorly drafted escalation provision allowed a competing bidder to trigger a cascade of incremental raises, turning a disciplined offer into an overpayment. They walk through the exact language that caused the damage, the warning signs sellers look for in a buyer's escalation strategy, and the negotiation tactics that prevent this trap — like setting a hard ceiling, defining the bid increment, and using a two-stage escalation. With practical takeaways for both buyers and sellers, this episode shows why the escalation clause deserves more scrutiny than the purchase price itself. Tune in to learn how to protect your next deal from a silent cost driver that often hides in plain sight.
#EscalationClause #MergersAndAcquisitions #BusinessPodcast #FexingoBusiness #MADeal #AcquisitionTalk #Buyout #BusinessSale #DealMaking #TransactionStructure #NegotiationTactics #PurchasePrice #DealBreakers #SellerTips #BuyerTips #Mergers #Buyouts #BusinessSales
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In episode 172 of The Acquisition Talk, Lucas and Luna dissect a deal that went sideways over a single representation about customer concentration. A mid-sized software company, let's call it Northwind Analytics, was sold for 120 million dollars. But a year after closing, the buyer discovered that one client had quietly ballooned to 35 percent of revenue, triggering a breach of the reps and warranties. The result: a 45 million dollar indemnity claim that ate the seller's entire escrow and then some. Lucas walks through the exact language that created the trap, the due diligence that missed it, and the clause that could have saved the seller. They also touch on the broader lesson for operators: how a seemingly standard representation about material customers can become a post-closing weapon. The conversation covers the importance of defining 'materiality' precisely, the role of disclosure schedules, and why sellers need to stress-test their own data before the buyer does. A must-listen for anyone preparing to sell a business.
#CustomerConcentration #RepsAndWarranties #IndemnityClause #MergersAndAcquisitions #BusinessSale #DueDiligence #DisclosureSchedule #Materiality #Medtech #SoftwareAcquisition #SellerProtection #PostClosingAdjustment #BusinessPodcast #FexingoBusiness #AcquisitionTalk #MergersAndAcquisitions #DealStructuring #RiskAllocation
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In this episode of The Acquisition Talk, Lucas and Luna dissect a specific post-closing dispute that cost a seller $24 million because the purchase agreement handed the earnout calculation to the buyer's own CFO. They walk through the mechanics of the independent arbitrator clause—how a neutral third party with industry-specific expertise can prevent a buyer from lowballing an earnout, and why sellers often waive it in the heat of negotiation. With a concrete example involving a mid-market software company acquired by a strategic buyer in 2024, the hosts explain the difference between an arbitrator and an appraiser, the costs involved, and the one sentence that sellers should insist on adding to their agreements. This episode is a practical guide for any founder or operator entering an earnout negotiation.
#EarnoutDispute #IndependentArbitrator #MergersAndAcquisitions #SellerProtection #DealStructure #PostClosingAdjustment #BusinessSale #AcquisitionAgreement #DueDiligence #NegotiationStrategy #SoftwareCompany #MiddleMarketM&A #Business #Finance #FexingoBusiness #BusinessPodcast #AcquisitionTalk #EarnoutClause
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In this episode of The Acquisition Talk, Lucas and Luna dissect a $215 million deal that fell apart because of a single overlooked line in the closing fee clause. The seller, a manufacturing firm in Ohio, agreed to a 'standard' fee schedule that included a 1.5 percent closing fee — but the definition of 'closing fee' was so broad it covered the buyer's internal legal team's time. When the deal closed, the seller faced a $3.2 million charge that nobody had discussed, and the dispute over whether it was legitimate forced the seller to accept a $2.15 million reduction in the purchase price just to get the deal done. Listen as Lucas and Luna walk through the exact language in the contract, explain how the fee was calculated, and offer practical advice on how sellers can avoid this trap by defining 'closing fees' narrowly, capping them, and requiring itemized invoices. This episode is a must-listen for any business owner preparing for a sale.
#ClosingFeeTrap #MergersAndAcquisitions #BusinessSale #SellerAdvice #DealTerms #AcquisitionTalk #FexingoBusiness #BusinessPodcast #ManufacturingDeal #OhioBusiness #LegalFees #ContractNegotiation #DueDiligence #TransactionalLaw #ExitPlanning #MergersAndAcquisitions #BusinessSale #SellerProtection
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In Episode 169 of The Acquisition Talk, Lucas and Luna dissect a little-known clause that quietly erased $27 million from a founder's payout: the tax indemnity. Using the real-world case of a manufacturing firm sold in early 2026, they walk through how a seemingly standard provision shifted the burden for pre-closing tax liabilities, how the seller's team overlooked a decade-old uncertain tax position, and why the buyer's due diligence turned it into a post-closing bombshell. They explain the difference between tax covenants and tax indemnities, the role of 'known unknowns' in deal negotiation, and the specific language that turned a $5 million reserve into a $27 million clawback. Lucas shares the three questions every seller should ask before signing, and Luna challenges whether the seller's advisors were at fault or just unlucky. This episode is a must-listen for founders, operators, and anyone involved in M&A who wants to avoid a silent value killer hiding in plain sight.
#TaxIndemnity #MergersAndAcquisitions #BusinessSale #MADealStructure #SellerProtection #TaxLiabilities #DueDiligence #FounderExit #DealNegotiation #AcquisitionTalk #FexingoBusiness #BusinessPodcast #TaxClause #PreClosingTaxes #MistakeInDeal #MALawyer #EarnoutAlternative #TaxCovenant
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