[DrewDevil]

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what are you thoughts on online wills created at nolo.com or similar sites?

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Well, if you're broke, it probably doesn't matter. But if you have significant assets, they really really suck. You need a competent estate planning attorney to sit down with you and figure out what you have and what you want to do with it, and the best way to avoid estate taxes. There's no way a form can be tailored to your situation properly.

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are the online ones more easily contested and problematic by nature?

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They're more problematic in that they really, really suck. Compared to the services of a quality estate planning lawyer, they are garbage. BUT they are probably better than nothing.