19. AI in the Deal

19. AI in the Deal

This podcast uses AI-assisted writing and AI-generated audio; see the production note below and at www.repsandremedies.com. A $300 million AI target can turn into a paperweight if the model was trained on data the company never had the right to use. This deep dive gives deal lawyers a spotting-and-routing framework for AI risk across three postures: buying an AI company, buying a business that uses third-party AI, and buying a vendor or contractor selling or operating AI workflows for customers. The discussion covers training-data provenance, ownership of models, weights, outputs, open-source dependencies, bias and compliance reps, interim covenants around deployment changes, the agentic-AI contract checklist for vendor and customer paper, downstream liability allocation, and the still-forming RWI response to known AI issues. It also maps when pricing, earnouts, retention, escrows, or structure may need to move. Production disclosure: This podcast is for informational and educational purposes only. It is not legal advice, does not create an attorney-client relationship, and is not a substitute for advice from counsel licensed in your jurisdiction. Law and deal practice change, and information may become outdated. No confidential client, deal, or matter information is discussed. The views expressed are the author’s alone and do not reflect the views of the author’s firm or its clients. This podcast includes AI-assisted writing and AI-generated audio. The underlying instructional modules were developed with substantial assistance from OpenAI GPT-5.4, reviewed and refined with input from Anthropic Claude Opus 4.6, and further synthesized into audio by Google NotebookLM. Final topic selection, source curation, and editorial judgment remain with the creator. Some episodes may retain occasional stylistic or tonal artifacts from AI-assisted production.

18. The Full Stack: Sign to Close in 38 Minutes

This podcast uses AI-assisted writing and AI-generated audio; see the production note below and at www.repsandremedies.com. The clean closing myth dies fast once a live deal starts moving. This capstone episode walks through a $200 million healthcare-services acquisition from kickoff call to month-eight claim, showing how authority, structure, conflicts, LOI leverage, and diligence findings become drafting choices in the SPA. It covers how a pending regulatory inquiry and a related-party lease migrate into price, covenants, schedules, and a special indemnity; why the real negotiation fights sit in the working capital peg, materiality scrape, sandbagging, RWI, and earnout mechanics; and how HSR delay, ordinary-course covenants, MAE posturing, bringdown certificates, funds flow, and payoff-letter choreography decide whether the wires actually move. The episode closes by tracing a later enforcement action through baskets, caps, exclusions, and the fraud question. References to federal or state healthcare laws and regulations in this episode are illustrative and should not be treated as a complete or authoritative statement of current law. Production disclosure: This podcast is for informational and educational purposes only. It is not legal advice, does not create an attorney-client relationship, and is not a substitute for advice from counsel licensed in your jurisdiction. Law and deal practice change, and information may become outdated. No confidential client, deal, or matter information is discussed. The views expressed are the author’s alone and do not reflect the views of the author’s firm or its clients. This podcast includes AI-assisted writing and AI-generated audio. The underlying instructional modules were developed with substantial assistance from OpenAI GPT-5.4, reviewed and refined with input from Anthropic Claude Opus 4.6, and further synthesized into audio by Google NotebookLM. Final topic selection, source curation, and editorial judgment remain with the creator. Some episodes may retain occasional stylistic or tonal artifacts from AI-assisted production.

17. Delaware: The Cases That Changed How We Draft

This podcast uses AI-assisted writing and AI-generated audio; see the production note below and at www.repsandremedies.com. When a buyer wants out, sloppy case lore is expensive. This episode revisits the Delaware decisions that actually changed private M&A drafting and strips away the slogans lawyers repeat in markups. The discussion is a 101-level introduction to the caselaw of IBP v. Tyson on specific performance, Akorn on what an MAE record had to look like, AB Stable on ordinary-course covenants tied to past practice, and ABRY Partners on the line between extra-contractual anti-reliance and lies inside the reps. It then reviews Snow Phipps with nuance, focusing on financing-efforts obligations, prevention-doctrine pressure, and why reverse-termination-fee exclusivity depends on the remedies stack and breach theory. The episode closes by isolating the provisions that most often decide the fight: reliance architecture, ordinary-course language, specific-performance triggers, efforts covenants, and fee exclusivity. Please note that this episode was produced in April 2026 and is intended to be a basic overview of Delaware caselaw as it relates to certain M&A concepts. It is not a fulsome review nor should it be relied upon as an accurate representation of the facts or decisions of the cases referenced. Production disclosure: This podcast is for informational and educational purposes only. It is not legal advice, does not create an attorney-client relationship, and is not a substitute for advice from counsel licensed in your jurisdiction. Law and deal practice change, and information may become outdated. No confidential client, deal, or matter information is discussed. The views expressed are the author’s alone and do not reflect the views of the author’s firm or its clients. This podcast includes AI-assisted writing and AI-generated audio. The underlying instructional modules were developed with substantial assistance from OpenAI GPT-5.4, reviewed and refined with input from Anthropic Claude Opus 4.6, and further synthesized into audio by Google NotebookLM. Final topic selection, source curation, and editorial judgment remain with the creator. Some episodes may retain occasional stylistic or tonal artifacts from AI-assisted production.

16. The Sponsor Bid: Private Equity Buyers

This podcast uses AI-assisted writing and AI-generated audio; see the production note below and at www.repsandremedies.com. A $20 million headline bump can disappear the moment you trace the recourse. This episode puts a $420 million sponsor bid next to a $400 million strategic offer and asks what the board is really being paid for. The discussion breaks down debt commitment letters, highly confident letters, SunGard-style certain-funds mechanics, market flex, and the side-door financing risk hidden in marketing-period covenants. It then turns to the equity commitment cap, reverse termination fee sizing, and the conditional nature of specific performance in financed deals. The second half focuses on management rollover as a new investment with conflict, governance, drag-along and tag-along implications, plus why RWI often produces exclusions, special escrows, or both. Production disclosure: This podcast is for informational and educational purposes only. It is not legal advice, does not create an attorney-client relationship, and is not a substitute for advice from counsel licensed in your jurisdiction. Law and deal practice change, and information may become outdated. No confidential client, deal, or matter information is discussed. The views expressed are the author’s alone and do not reflect the views of the author’s firm or its clients. This podcast includes AI-assisted writing and AI-generated audio. The underlying instructional modules were developed with substantial assistance from OpenAI GPT-5.4, reviewed and refined with input from Anthropic Claude Opus 4.6, and further synthesized into audio by Google NotebookLM. Final topic selection, source curation, and editorial judgment remain with the creator. Some episodes may retain occasional stylistic or tonal artifacts from AI-assisted production.

15. Fraud, Non-Reliance, and the Nuclear Option

This podcast uses AI-assisted writing and AI-generated audio; see the production note below and at www.repsandremedies.com. $30 million of hidden IP exposure is where boilerplate stops being boilerplate. This episode stages a buyer-seller debate over a patent claim allegedly concealed by the seller's CEO and uses that fight to test the real boundary between extra-contractual fraud and lies embedded in the reps themselves. It works through FdG Logistics, ABRY Partners, and Prairie Capital, then turns to the drafting choices that decide who can actually be sued: fraud definitions, carveout scope, survival periods, exclusive-remedy language, and non-recourse provisions. The second half shifts to broken-deal remedies, including must-close, efforts-plus-fee, and hybrid models, plus specific performance, reverse termination fees, willful-breach language, and the sponsor guarantee chain. Production disclosure: This podcast is for informational and educational purposes only. It is not legal advice, does not create an attorney-client relationship, and is not a substitute for advice from counsel licensed in your jurisdiction. Law and deal practice change, and information may become outdated. No confidential client, deal, or matter information is discussed. The views expressed are the author’s alone and do not reflect the views of the author’s firm or its clients. This podcast includes AI-assisted writing and AI-generated audio. The underlying instructional modules were developed with substantial assistance from OpenAI GPT-5.4, reviewed and refined with input from Anthropic Claude Opus 4.6, and further synthesized into audio by Google NotebookLM. Final topic selection, source curation, and editorial judgment remain with the creator. Some episodes may retain occasional stylistic or tonal artifacts from AI-assisted production.