Many years ago, I was down on Padre Island at a CPE seminar and one day the class dealt with succession planning. Back then the exemption amount was $600,000 or so and the top rate was higher, thus it was a huge deal.
I mentioned something we had done that I called "dying on the vine." This client owned a construction company, homes, commercial buildings, schools, and churches. Structures. He had been in business for over 30 years, did good work, well known, great reputation, and he had grown children involved in the business. The old man had a lot of money and his children were fairly well off for their ages, both from what they earned working for him and real estate they had bought and sold. Over time, one son really preferred bigger projects like schools and commercial stuff, another son preferred home building.
Dad wanted to retire, but didn't want to sell the business to them because he didn't want to pay a boatload of tax, he did not need the income, and if he gifted them his business there would be a lot of gift tax due. Rather than sell or gift the business, each of the boys set up their own company, and if someone came in wanting to build a commercial property, the old man would tell the client that he no longer was doing any construction, but son #1 was doing commercial construction now and had been doing it for him for 15 or 20 years anyway. He was just now out on his own. Office was right down the hall. If someone came in wanting to build a house, same scenario, son #2 was now doing the home building just as he had been for 15 or 20 years, office was right down the hall.
No transfer of the old business was done, no sale of the old business was done. The old man basically went out of business, it died on the vine, and his sons began to do what the dad used to do, in their own businesses rather than as employees of dad.
There was an IRS agent attending the class and he objected to that strategy, said we couldn't do that. But he could produce nothing to support his contention of course, lol.