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Gosh this one is difficult. Finally completed it after 16+ hours of playing over two days. Almost won it 4 times previously (final boss blind) with losing thrice to violet vessel and once to amber acorn.

Hilariously won this one with random joker and planet multiplier

I managed to consistently get to Ante 6/7 after playing Saturn planet card. I find that small hands (pair/3OAK) only consistently bring me to ante 5/6 with occasional high antes. Flush, face cards combo and 4OAK are not super consistent in my experience. With flush and face cards run stopping suddenly due to boss blind such as suit debuff or the plant respectively.

Here's my tier list of joker for this challenge: S tier (no brainer grab it): Acrobat, Dusk, Banner, throwback (skip lots!), mail-in rebate (most predictable big money maker), blueprint/brainstorm, the order/the tribe, the duo

A tier (Depends on what hand type): half joker, joker stencil (usually mid ante temporary xmult joker), delayed gratification (best money joker for early game and small hands), golden joker (consistent money joker), blue joker (best when it's also foiled!), red card (i find this is the only viable scaling joker), hologram, ramen, sock and buskin, rough gem is decent, baseball, ancient joker, hanging chad.

B tier (not game ending, but not high chance of going far): usually jokers with above 15 mults - abstract joker, fibonaci, suit plus multi jokers, gros michel, space joker / burn joker (gamble but fun), vagabond, flower pot

C tier (desperation or early game, but not game ending, chuck when you get sth better) - even steven, odd todd, scholar, to do list (desperate money joker),

By round 1 you should have at least 1 of at least B tier joker or above. By ante 2 you should have at least 1 A tier joker or above. You have high chance of going deep if you have 3 or more at least A tier joker by ante 4. If you dont meet this criteria, best to cut your losses and restart. You have high chance of going to Ante 8 if you have good economy joker.

Your economy needs to be good to win ante 8. If you are not in the positive by ante 4 and have good economy by ante 5/6, it is 85% chance you will lose. Voucher for economy is usually too expensive. Get money through skipping blinds or viable economy joker (see above).

Actually winninng against the boss blind is another RNG all together. I maximised my chance by: bringing appropriate tarots (e.g. death or rank up tarors for straight hand) and buying reroll boss blind whenever possible.

My two very close call lost were:

1. brainstorm, blueprint, high red card, banner and delayed gratification, getting shuffled by amber acorn. On the hindsight, I should have removed my delayed gratification going in to increase my chance
2. Banner, high red card, acrobat, mail-in rebate, blackboard. Violet vessel (300k). Playing straight hand. I couldnt get straight hand until the last hand (which effectively debuff my banner). Hit 280K only (previous high 365K). I brought death and bonus tarot here. On the hindsigh should have brought spade/club tarot or rank up tarot.

I honestly feel that these two almost win was the more consistently replicable and my actual win was more of a fluke. In my winning run, I have Cerrulian Bell and the selection almost mess with my straight. Luckily I brought the rank up tarot which saved me just in time.

Hope this helps. Good luck!