Picking a trustee gets less attention than choosing your new smartphone. In the first place, it is not a fun moment. You and/or maybe your spouse are sitting with your estate planning lawyer. You are planning what happens when you pass away. For engineers and math people this is a logical emotional process. For everyone else it is a winding road of emotions and what-ifs. To sum up, in your Will or separate trusts you have to pick a few positions. In your Will you need to pick an Executor, Guardian (if you have kids), Beneficiary and a Trustee. If you have a revocable or irrevocable trust you will need to pick a Trustee and Beneficiary. In short, picking a trustee is really important. They control everything.