For this achievement we will be using the Multifox add-on for the Firefox browser
. Install it and each new tab opened (ctrl+T) can be assigned a different profile by clicking the fox icon in the browser like so
Now you will need at least 3 tabs open, go to http://jackbox.tv
and enter the room code on your screen, once in the game you will be asked to draw two pictures with each player. Once drawn its time to start the auction. As you all start with $3000 you wont be able to get this with the first painting as you can only take loans out once someone has spent all their money so on this first painting you need to keep bidding until someone spends $3000 for it. All players will then be given the option to 'Get A Loan' which will give them $1000 extra so you should end up with Player 1 with $1000, Player 2 with $4000 and Player 3 with $4000+what Player 1 paid which gave an extra $1300 making it $5300 total.
Now on the next painting keep bidding until the price reaches over
$4000 and bid that amount and the achievement will unlock.