Scheduling a Milestone Delivery

One of the most powerful things you can do with a legacy letter or video is decide when it arrives. A message that lands on a graduation, a wedding day, or an 18th birthday means something a message sent today cannot. This article explains how scheduled milestone delivery works.

What a milestone delivery is

A milestone delivery is a letter or video you create now and instruct LivingWill to release later, either on a specific calendar date or tied to a life event you define, such as a child turning 21 or a future anniversary. Until that moment, the content stays encrypted and sealed. The recipient does not know what it says, and in many cases does not know it exists, until it is released.

Setting it up

When you finish a letter or video, you choose a delivery setting:

• Keep private. Stored, encrypted, no delivery scheduled. You can change this any time.
• Deliver on a date. A specific future date you pick.
• Deliver at a milestone. A defined event, like a recipient reaching a certain age. You set the date that corresponds to it so the system has a concrete trigger.
• Deliver after death. Released through the verified posthumous access process, covered in our executors articles, which includes a deliberate waiting period.

You also enter who the recipient is and how they will be reached, so the message can find them when the time comes.

Why identity verification matters

A message meant for one specific person should reach that person and no one else. Before a scheduled message is released, LivingWill verifies the recipient's identity. The point is to make sure a deeply personal letter to your daughter is opened by your daughter, not by whoever happens to hold an inbox years from now.

This protects the intimacy of what you wrote. You can be honest and specific, knowing release is gated by both the timing you chose and a check that the right person is receiving it.

Practical tips

• Write to the person they will be, not only the person they are. A letter opened in fifteen years is read by an older version of them. Speak to that version.
• Avoid details that expire. References that make sense today may confuse later. Favor things that stay true.
• Add context. A short opening line explaining when you wrote it and why grounds the reader, who may be receiving it long after.
• Revisit your schedule. Life changes. You can update or cancel a scheduled delivery while you are living and able to access your account.

What you cannot do, and why

You cannot have us deliver something before the moment you set, and you cannot ask support to read or release it early on someone's behalf. We could not do that even if asked, because the content is encrypted with a key we do not hold. That limitation is not a flaw. It is the guarantee that your timing, and your privacy, are respected exactly as you intended.

Pair this with who can watch and when to control not just timing but audience.