Issue No. 9Week ending Sunday, September 13, 2026435 episodes · 1831 articles
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Peak-cycle hangovers, generalist traps & retail capacity

6:10 listen · Sunday, September 13, 2026 · read in West's voice
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Peak-cycle hangovers, generalist traps & retail capacity

The Carry · September 13th. 6 min 9 sec.

Cold open

Junior deal teams are fighting their senior partners over when to sell. A quiet tension has gripped investment committees. The young guys are holding out for a three and a half X multiple. The senior guys just want to lock in DPI. And all the while, an eight percent preferred hurdle is quietly vaporizing management equity pools. The math is brutal.

Intro

This is The Carry for September 13th. I went through the top private equity podcasts this week so you do not have to, here is what actually mattered, I'm West. Seven shows dropped this week. We are tracking structural fractures across the asset class.

Peak-Cycle Hangovers

Investment committees are dealing with a generational divide right now. Young Lee mapped this out beautifully. Junior partners are dragging their feet on exits. They are still trying to underwrite a three and a half X return to prove out their original thesis. But senior leadership is looking at the macro picture. They just want a two point five X multiple to lock in the cash and satisfy LPs. Think about what that does to committee dynamics. Assets sit longer. Deals stall. And that reluctance to exit is actively destroying management equity payouts. Over on the Private Equity Funcast, Ryan Milligan pointed out the crushing math of multiple compression. When assets sit too long, the eight percent preferred equity hurdle compounds relentlessly. It swallows the common equity pool whole. Milligan notes there is a real world where a sponsor generates three or four hundred million dollars of enterprise value, and the common equity gets absolute zero. The preferred hurdle simply outruns the growth. The capital structure breaks alignment completely. The operators who actually built the value get wiped out. Every single week that an asset sits on the books waiting for a multiple expansion that is never coming, the preferred hurdle eats another slice of the pie. Buyers are pricing this in. Sponsors are realizing that zero interest rate structures cannot survive an extended hold period.

Generalist Traps

Record capital allocations are pushing generalist sponsors into digital infrastructure megaprojects they physically cannot build. Unseasoned private equity developers are piling into data centers right now. They lack the specialized supply chain relationships needed to secure bridge power or direct to chip cooling. Alexey Teplikhin laid this out on the Infrastructure Investor Podcast. New entrants do not have the capability for constructing specialized mission critical facilities. Failure is imminent. The physical constraints are real. Capital cannot solve a grid delay. A similar blind spot exists when traditional growth capital chases impact investments. Allocators assume virtuous missions correlate with honest operations. They treat goodwill as a substitute for hard internal controls. Rupert Evill spoke about this on Fund Shack. He noted the staggering cost of this naivete in emerging sectors. Evill estimates that fraud in just the United Kingdom renewable energy sector will hit thirty billion dollars by the end of this decade. Thirty billion. Generalist capital is walking blindly into specialist traps. The market is watching dry powder force its way into sectors that require distinct institutional knowledge. LPs expect scale. GPs stretch their mandates to deploy the capital. The inevitable result is adverse selection. The experienced specialists win the viable projects. The generalists fund the high risk overflow. That is the signal. Capital scale does not equal operational capability.

Michael Fisch

Over on How I Invest, Michael Fisch talked about the limits of advanced modeling. He pointed out a glaring weakness in how modern deal teams approach auctions. Fisch admitted that, especially being an introvert, it is so easy to play with numbers, think this might happen or this should happen. I was like, call the person. Call the person. That is a stark reminder that artificial intelligence cannot replace the interpersonal negotiation required to actually win an auction. Spreadsheets provide a baseline. Real conviction comes from direct human friction. Deal teams relying purely on pristine data rooms are losing competitive bids to sponsors who actually pick up the phone.

Rupert Evill

Rupert Evill brought a sharp dose of reality to the Fund Shack podcast. He dissected the fundamental flaw in how sponsors underwrite risk during growth equity investments. Evill argued that most due diligence is retrospective. You know, any skeletons in their closet, does it look good now? You are about to change that company irrevocably. Injecting aggressive growth capital introduces deep operational moral hazard. Backward looking compliance checklists completely miss the point. A clean history means absolutely nothing when a sponsor forces a target to triple its headcount in twelve months. The risk model breaks the second the wire hits. Sponsors price historical stability while funding future chaos.

Kipp deVeer

On Dry Powder, Kipp deVeer systematically dismantled the panic over a looming software buyout apocalypse. He looked straight at the use math underpinning the enterprise software sector. DeVeer stated that his simple answer is he thinks it is more of a problem for the owners of some of these assets than it is for the lenders to these assets. Direct lenders have a massive thirteen turn equity cushion beneath them. The sponsors who bought at twenty times EBITDA are the ones holding the bag. Private credit funds are sitting comfortably at the top of the capital stack. The pain is entirely concentrated in the equity.

The bottom line

Capital structures built during zero rate environments are actively breaking down. Deal teams face a brutal choice between forcing liquidity at lower exit multiples or watching compounding hurdles wipe out their operating partners entirely. The market is aggressively repricing the cost of holding an asset. The math simply does not support waiting for the peak cycle to return. That's The Carry. See you next Sunday.

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