The following method requires two controllers and is based off of playing two or more characters at once by pressing on the second/third/fourth controllers before leaving the starting room.

Don't bother buying any items and restart after each payout. These bastards are super stingy with their payouts, sometimes not even paying out at all with an entire floor's worth of coins. If, like me, you have the Charge Beggar/Battery Bum challenge still left (the one for five payouts), it's definitely fastest to keep restarting greed mode as Tainted Keeper until you get said beggar in the shop (load up Isaac as your second character as you walk up into the shop each time if you want a ghost for the button). If you are able to do this enough times on a single floor, you should be able to spawn enough bone hearts in a secret room to make Death Certificate (Jera rune will help here too). Blow up the donation machine too if you need more. Then go out and kill more enemies, grabbing the pennies before they disappear. Every time you re-craft the portable slot machine (or other active item), do it in the secret room to guarantee a bone heart. Then you'll want to repeatedly craft the portable slot machine (8 pennies) or some other 'cheap' recipe that creates an active item. The idea is to find the secret room as soon as possible once you've picked your floor. Either reset until you get a first floor XL floor or play until you're on a larger floor. To get bone hearts, start a game with Tainted Cain and Tainted Keeper on a second controller. If you're only missing a few items, you can try to craft Death Certificate with Tainted Cain (you need 8 bone hearts) to guarantee the item.

You can also use Eden / Tainted Eden (to the extent that you have Tokens to use) to try to get some of your missing items. The following website appears to be working with the most current version of the game, so use this if you want to make a specific item with Tainted Cain: I find this to be a better alternative to 'Hold R to Win' as it's much less tedious (and holding the joysticks in for quick reset hurts my fingers).

This is not an in-depth guide on how to unlock Dead God (basically, you have to do / get everything in the game to unlock this achievement) but is rather a method to make the process much easier (I am winning nearly every run now, regardless of character).

Download the binding of isaac xbox