Key Takeaways
- Kevin Gorman and Ryan Milligan at ParkerGale identify a pricing inversion between due diligence and deal closing: buyers claim standalone operating costs will be severe to push down enterprise value, then turn around and demand minimal transition service fees from the parent.
- Diligence teams frequently lose momentum by burying themselves in 50 pages of TSA exhibits and 200 rows of shared vendor agreements instead of evaluating standalone earnings power.
- Demanding aggressive indemnities and special escrows for missed transition deadlines alienates corporate sellers; Milligan argues for a zoom-out, zoom-in iteration on line-item operational realities instead.
- Legal protections in transition schedules cannot insure buyers against commercial disruption because customer retention and brand equity transfer to the buyer the moment the transaction closes.
The Diligence Cost Inversion Flips at the TSA Table
In corporate carve-outs, valuation models clash directly with operational separation schedules. Gorman highlights the pricing paradox that buyers create across the deal lifecycle. In diligence, the buyer fights to discount enterprise value by exaggerating standalone costs. They tell the corporate parent that replacing enterprise systems, payroll functions, and shared tech infrastructure will require massive capital expenditure.
Once exclusivity is locked and parties negotiate the Transition Services Agreement, that logic reverses. As Gorman observes: “during the diligence process, we on the buyer side are incentivized to say, 'Oh, this is so hard. It's going to cost me so much money to go do this on my own.' And the seller is the opposite. And then when it comes time to negotiate the TSA where we want a lower cost, they want a higher cost.”
The seller now wants markup on shared corporate resources, while the buyer demands delivery at bare marginal cost. This shift turns transition schedules into a secondary price negotiation, slowing deal momentum when legal teams should be locking down closing conditions.
Legal Escrows Put Corporate Sellers on Edge
Deal teams often let lawyers substitute liability protection for transition planning. Gorman notes that deal teams get bogged down in “50 pages of TSA documents and the 200 rows of vendors,” losing sight of the asset's investment thesis.
When corporate sellers hesitate to guarantee service delivery levels, buyers instinctively reach for risk transfer instruments. Milligan warns against this reaction: “The lazy approach is just like go after crazy indemnities or escros or this type of stuff. that's not really going to end up being productive because it's going to just put the seller on edge. If you do the work and you do this like zoom out, zoom in iteration, that's why it takes time, you'll usually find a path.”
Sellers divest corporate orphans to shed operating noise. When a buyer demands indemnities and special escrows for delayed payroll or server cutovers, the seller views the transaction as retaining corporate liabilities without upside. Milligan points out that post-close, customer retention and operational risk sit entirely with the buyer. Defensive contracting cannot replace the grind of line-item separation.
Why It Matters
Corporate carve-outs will face friction as corporate parents reject protracted operational entanglement. Private equity sponsors that rely on rigid legal indemnities rather than dedicated standalone execution will find corporate sellers walking away from bilateral processes. Clean separation speed, not contract enforceability, now drives value creation in mid-market corporate divestitures.