6 Biggest Mistakes Entrepreneurs Make When Buying Businesses with Elliott Holland: An EOFire Classic from 2021
Jan 5, 2025
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Elliott Holland, a business buying expert with a Harvard MBA and 15 years in acquisitions, shares invaluable insights for entrepreneurs navigating business purchases. He warns against falling in love with sellers too quickly and emphasizes the critical role of building rapport in negotiations. Elliott also discusses the importance of timing when engaging advisors and the common pitfalls of becoming emotionally attached to deals. With practical tips on due diligence and legal considerations, he equips listeners with the tools to make smarter investments.
Emotional attachment to sellers can cloud judgment, preventing thorough due diligence and leading to lost opportunities in business acquisitions.
Building rapport with sellers enhances decision-making, as personal connections allow buyers to gain deeper insights beyond a rigid checklist.
Deep dives
The Perils of Falling in Love Too Quickly
Many entrepreneurs make the mistake of developing an emotional attachment to a business too early in the buying process, often equating it to romantic relationships. This emotional investment can cloud judgment, leading to hasty decisions without thorough due diligence. For instance, one case highlighted involved a buyer who fell for a business too quickly, ignoring red flags such as a seller reporting years of no earnings while also listing personal luxury items as part of business profits. By failing to detach from emotions, the buyer wasted valuable time that could have been spent exploring other viable opportunities.
Building Rapport Over Rigid Analysis
Establishing a personal connection with sellers is crucial for successful business acquisitions, and rigidly sticking to an itemized checklist can hinder this relationship-building. A valuable insight shared emphasizes 'leaving your clipboard at home' during initial discussions with sellers, as becoming too focused on a predetermined set of questions can alienate them. For example, one individual made this error by adhering strictly to his list, causing the seller to disengage from the conversation. Ultimately, fostering rapport allows buyers to understand the sellers better and uncover more meaningful insights about the business, which aids in decision-making.
Timing for Advisor Engagement
Proper timing is essential when involving advisors in the business acquisition process. The most effective strategy is to engage them three to six months into the search, or about a month before serious discussions about a specific deal begin. This allows advisors sufficient time to prepare and offer valuable insights, ensuring that buyers are also well-informed and equipped with the knowledge they need. Waiting too long can lead to missed opportunities, as good advisors are often busy and may not be available on short notice when their help is needed most.
From the archive: This episode was originally recorded and published in 2021. Our interviews on Entrepreneurs On Fire are meant to be evergreen, and we do our best to confirm that all offers and URL's in these archive episodes are still relevant.
Elliott Holland is a business buying expert. He has a Harvard MBA and almost 15 years experience in acquisitions. His consulting company prevents clients from losing millions buying bad businesses.
Top 3 Value Bombs
1. Be careful in falling in love with sellers too quickly.
2. Never miss an opportunity to build rapport, that’s critical to getting deals done.
3. The best time to bring in advisors is 3-6 months after you start your search, or about a month before you get serious about a particular deal.
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