Is there a web application paid or not paid that will email automatically send out my will and video at my death?
Maybe the app periodically checks my gmail logins to determine if I am still an active person.
What you're asking about is not a new concept at all. It's called a dead man's trigger, or a dead man's switch. I was thinking of several ways to do this when I
Googled the term. Then, in the Google results, there is someone offering this service. So - easy, and cost $20 for your lifetime.
If you're more of a "DIY" person, you could create something very similar using
cron, and a small app to send yourself an email reminder. The code at the end of that link will get you started, but you'll still have some work to do adapting it to your demise rather than