Skull Briar The Walking Grave

[Flame Rift]

If my Skull Briar gets a -1 -1 counter and dies, am I screwed?

[adventus]

If my {Skullbriar, the walking grave} gets a -1 -1 counter and dies, am I screwed?

He would get the counter go to the graveyard and keep the counter.  You could return him to your hand so he loses the counter with something like {raise dead}.

[BlackJester]

That's about the funniest thing ever. 😂

[Maximo]

That was a very {tragic slip} indeed.

[Thorn]

That's about the funniest thing ever. 😂

Agreed