User blog comment:CheeseBurgerGuy/TD Choose Your Own Roleplay: Island (Part 3)/@comment-37411074-20200208165554

I found the scenario where Heather would lose:

Courtney's dare is valued at 1.

Gwen 3 health 0 freebies

Heather 5 health 0 freebies

It lands on Heather and the dare is valued 3

Gwen 4 health 0 freebies

Heather 2 health 1 freebie

The there are multiple other ways. Path A:

It lands on Gwen and it's valued 1

Both at 3 health 1 freebie

It lands on Heather and she gives it to Gwen who gives it back to Heather/Heather takes it, and it's a 3

Heather dead

Path B:

It lands on Heather and she gives it to Gwen and it's a 1

Both at 3 health 0 freebies

It lands on Heather and it's a 3

Heather dead

Also if it ever lands on Duncan rip Gwen