SomeDipshit +1

Bitterblossom - Synergy with contamination, token fodder for smoke stack, attrition, blocker, etc....

Your wincon is commander reliant. Have you considered an additional, versatile form of protection for it such as Imp's Mischief? It "counters" counterspells and redirects targeted removal, draw and extra turns! Conqueror's flail is a solid, repeatable option but it's more mana and easily telegraphed.

Infernal Darkness - Contaminations cousin. It can easily stall for a turn or 2 without creatures, and doesn't affect your coffers, Phyrexian Tower, Lake of the Dead or ancient tomb.

I don't understand Soulless Jailer, as it seems completely counterintuitive to your gameplan. Is your meta filled with so many graveyard decks that you require symmetrical grave hate? I get that you can sacrifice it, but it seems unnecessary. What has been your experience playing with it for about a year? Have you considered swapping it out with something asymmetrical such as Soul-Guide Lantern?

Bitterblossom Yeah if I was good at this game I'd probably run that for all the times Shirei gets sent to the impound lot.

Infernal Darkness I cannot ramp hard enough to support it usually but yeah its a good card.

Soulless Jailer -- ha ha! It is asymmetrical! Simply don't sacrifice him on your opponents turns! His ability is not active while he is a card in the graveyard, only when he is a creature, so it works quite well. As for "is your meta cursed?" yeah its hell. I play with like, cobblepot tier degenerates most of the time. Maelstrom Wanderer and Karador are common. One guy has a Chainer deck its nuts lmao.

oo note on wincons! You can use Shirei to torture everyone to death, but there is also the sorcery speed infinite loop with Living Death, Thrilling Encore + Xiahou Dun, the One-Eyed,

and the Nether Traitor + Phyrexian Altar + something that makes a token loop

With the living death loop, don't opponent's also get their ETB's as well? Something like Terastodon could really hurt you.

yes, yes it could, lol. Ideally I get Thrilling Encore (which is everyone's creatures) or I have to get a little creative to get rid of threats / mitigate any damage they can deal.

If it ever looks like I might kill myself with the loop, just like, I don't do it then, and try to win with bullshit.