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M&A opportunities are fleeting. The internal champion for a deal might leave or company priorities can shift dramatically, killing the opportunity. The OpenAI/TBPN deal likely wouldn't happen post-'Code Red'. Time and management turnover are the enemies of all deals, making it crucial to seize good offers.

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Alex Bouaziz's core M&A principle, learned from his father, is to optimize for long-term satisfaction over short-term leverage. Even when holding the upper hand in negotiations, he structures deals to be fair for both sides. The goal is for both the acquirer and the acquired founder to look back in five years and feel the deal was a great outcome, ensuring better integration and alignment.

A successful exit is a highly choreographed dance, not an abrupt decision. Founders should spend years building relationships with line-of-business leaders—not just Corp Dev—at potential acquiring companies. The goal is to 'incept' the idea of an acquisition long before it's needed.

Initial lowball acquisition offers can feel defeating, forcing a founder to abandon the exit dream. This forces a necessary shift to building a sustainable, long-term business. This new focus, ironically, is what makes the company far more attractive to acquirers in the future.

An acquisition target with a valuation that seems 'too good to be true' is a major red flag. The low price often conceals deep-seated issues, such as warring co-founders or founders secretly planning to compete post-acquisition. Diligence on people and their motivations is more critical than just analyzing the financials in these cases.

Founders who wait until they need to sell have already failed. A successful exit requires a multi-year 'background process' of building relationships. The key is to engage with SVPs and business unit leaders at potential acquirers—the people who will champion the deal internally—not just the Corp Dev team who merely execute transactions.

The common advice to wait for an inbound acquisition offer is often pushed by VCs whose incentives are to chase massive, fund-returning exits. This advice misaligns with founders, who may benefit from a proactive selling process that secures a life-changing, albeit smaller, outcome.

When a potential acquirer calls, the founder's default mode should be information gathering, not pitching. By asking strategic questions ("Who else are you talking to?", "What are your goals?"), founders can extract valuable competitive intelligence about the market and the larger company’s plans, regardless of whether a deal happens.

Corporate Development facilitates M&A but should not be the "sponsor." The true sponsor is the internal leader from product or engineering who will own the acquisition's success post-close. This distinction ensures clear accountability and prevents deals that lack a dedicated internal champion.

The most challenging M&A negotiation often happens internally, not with the seller. CorpDev must convince internal product and engineering leaders to abandon their own projects and commit resources to an acquisition, especially when it directly replaces an in-house effort. Gaining this buy-in is critical for success.

After making 13 acquisitions, Deel's CEO learned that the deals that didn't work well were those approached with a 'why not?' attitude. These were often opportunistic plays on adjacent but non-core businesses. Now, he has a simple filter: if an inbound acquisition opportunity isn't an immediate and enthusiastic 'hell yeah,' he passes, avoiding the distraction and integration challenges.

Founders Should Default to 'Yes' on Good M&A Offers as Deals Die Quickly | RiffOn