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Here’s a common question and I think the only answer is to set up a trust because you can’t have a conditional gift in a will. Basically I’m concerned about a relative’s girlfriend and I don’t want to leave him a gift in my will if she’s in the picture.
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you'll want to speak to a lawyer to get some more specific legal advice based on your circumstance. Generally, you can get away with a condition if it is a condition precedent. A conditional gift where the condition is subsequent will generally fail. There are a lot of other matters that factor in. Depending on the specifics of your situation, a testamentary trust may be a good option.