This card needs two reviews, so I'll keep them short.

You know that skill test you really want to succeed on, so you throw at +2 card and some resources at it until it becomes an auto-success, smugly pop out a token only to have your smile wiped from your face as you glimpse that all-red of an auto-fail. This is a pretty good description of how easy/standard games might spiral out of control, but it is still a rare enough occurrence that the inclusion of this card is almost definitely not worth the XP. The benefit of this card in standard is mostly that you can throw cards at problems where spending cards wouldn't normally be worth it, for example to try an Investigate check at a net + of only 1 or even 0. And then on those checks where you do your best to eliminate the failure chance but the bag just wont play nice.

The other review is for hard and Expert, where your experience using this card will become starkly different. The token bag at this difficulty is far less forgiving at this difficulty and you will find that sustained skill attempts just wont work like they do at an easier difficulty, throwing a character's unmodified 3 at a difficulty 1 or 2 problem is drastically less likely to succeed, this card re-enables that strategy to an extent. I don't think it needs any further explanation that a card that rewards failed checks becomes dramatically better in game modes where failed skills are more common.

Try and Try Again works at ST.6, so it don't work with Take Heart or Predestined working at ST.7. However, Try and Try Again works with skill cards working at ST.2. You could commit Unrelenting to draw 2 cards and return it. You could commit Signum Crucis to add and return it. Try and Try Again don't require any slot unlike Grisly Totem. You don't need to pay additional 3xp for Relic Hunter. Eventually, Try and Try Again can be utilized for fail-based deck.

2 Drawing Thin + Grisly Totem + Take Heart + Try and Try Again + Unrelenting + Rabbit's Foot (+ Relic Hunter) 5 cards + 6 resources. Stella will be very happy with 10xp (or 16xp if taboo).

Ever fail so hard you win?

Take Heart + Try and Try Again = Fail

Drawing Thin + Rabbit's Foot = Even Better

(My review needed to be two hundred words to post. So I wrote a useless blurb on the bottom of my review. Honestly this process seems kinda of silly all things considered. I mean If someone can articulate a thought in a concise way without a long winded review wouldn't that be superior.)

Worked great with committing a single Rise to the Occasion, since it would usually bring your off-stat to 0~2 over the test difficulty. Just at the right value that I want to cover with this card. Make sense that they came in the same Investigator Expansion.

"Ashcan" Pete has 2 off-stats / that he can look for difficulty 4 to play with.

Also when purchased 2x for consistency, the commit of the 2nd one helped me several times in the scenario to help other investigators pass tests. Very flexible.

(Though it is not eligible to try again since it only works for a Skill Card, I made several misplays when committing Rabbit's Foot.)

IGNORE:

Stella is an amazing support survivor. Her unique card's ability to prevent failure penalties means that you could run low willpower investigators through tougher scenarios. With this, you get the chance to throw those No Fail cards at an ally once a turn. Especially in scenarios that add doom on failure, this combo prevents it. Worst comes to worst, you lose your Neither Rain temporarily until you play resourceful or True Survivor, and a teammate makes a vital but unlikely skill check.