Too Small or Too Large?

Mr. Greg Jordan does it again! More mystery vids. Looks like a reverse image search will reveal some answers, but answers to what? Endgame? This guy isn't going anywhere anytime soon and I need to brush up on my detective skills.

Time is Fleeting

Greg Jordan like the imagery of the hourglass with wings.

Many many meanings behind this. There's the Freemason connection. Of course alchemy. Largely metaphorical that the human life is fleeting and all living things will run out of the sands of time.
Hourglass has been placed in coffins and carved into gravestones much like Mr. Jordans image of choice.

Reaching out.

Greg Jordan wants to be noticed. He has a Youtube page full of cryptic videos. But what is he really after? And what is this Endgame he goes on about?
From his about page on Youtube.

I KNOW ENDGAME IS REAL. I KNOW IT IS COMING. I KEEP FINDING THESE IN THE DEEP WEB. I KNOW THEY ARE CONNECTED. DESPERATELY SEARCHING FOR THE ANSWER. PLEASE CONTACT ME IF YOU CAN HELP.