What are the pros and cons of an asset sale vs stock sale? And in what situation would you consider one over the other?
From what I have gathered, asset sales seem better suited for bolt ons and anything with questionable due diligence. Outside of that it seems like a stock sale provides multitudes of benefits as long as the business has had a clean history/reputation.
In hindsight do you have any regrets doing one vs the other?
Asset vs stock purchase
by a searcher from University of Washington
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Even if there's a slight negative tax implication for your seller, you can almost always make a market where the seller's made whole or even better off at the time of sale and you reap long-term amortization benefits. Check with your lawyers and/or accountants when the time is right.