Winning Sale Processes In M&A
This conversation was generated using Cook'd AI's career assistant and reviewed by Fallon Han from our editorial team for accuracy.
Can you interview me on how I would run a sale process and handle difficult counterparties? I am coming from corporate finance and targeting an M&A role at a mid-market advisory firm in Toronto.

Absolutely. I will keep this focused on deal execution, client communication, and negotiation. First question: walk me through how you would run a sell-side process from mandate to signing, including the key workstreams you would manage and how you would keep the client informed without overwhelming them.
I would start by aligning on objectives, timeline, and likely buyer universe with the client and partner. Then I would coordinate the CIM, financial model, management presentation, and data room, while also setting a process letter and buyer outreach list. I would keep weekly check-ins with the client, summarize bidder feedback in plain language, and flag any diligence issues early so we can address them before they become objections.

Good structure. Now make it more senior. Suppose a strategic buyer starts dragging its feet, asks for repeated diligence extensions, and then pushes for a lower valuation after an IOI. How would you manage that counterparty while protecting momentum and client confidence?
I would separate the commercial issue from the process issue. First, I would confirm internally whether the buyer is still credible or just using time to re-trade. Then I would set a clear deadline, explain what is needed to stay in the process, and communicate to the client that we are maintaining competitive tension. If the buyer still resists, I would escalate to the partner and be ready to shift focus to other bidders so the client sees we are not dependent on one party.

That is the right instinct. Let me push you on negotiation. In a mid-market sale process, a buyer asks for a broad indemnity cap, a long escrow, and a working capital peg that is clearly buyer-friendly. How would you respond in a live negotiation, especially if the client wants certainty and speed?
I would anchor back to market terms and the client’s priorities. I would say we can move efficiently, but the package has to reflect the quality of diligence and the level of risk. I would narrow the indemnity scope, push for a shorter escrow, and use working capital as a value bridge only if the definition is clean. If speed is the priority, I would trade some flexibility on process for better economics, but I would not let the buyer use certainty as leverage to shift all risk to the seller.

Solid. Final round: describe how you would brief a founder or management team after a tough buyer call, when the conversation has become adversarial and they are worried the deal is slipping. What would you say, and what would you do next?
I would be direct and calm. I would explain what was said, what it means commercially, and which points are still negotiable. I would avoid emotion and focus the team on next steps, such as clarifying the true issue, preparing a counterproposal, and preserving optionality with other bidders. I would also remind them that tough negotiations are normal and that our job is to keep the process disciplined and competitive.
