Shovel Knight: Treasure Trove

Playing almost anyone in a game of Joustus means that the winner gets a card from the loser. If you want to make this achievement easier on yourself, wait to get this until after you get a lot of strong cards, then continue back to the first house of Joustus and fight someone there. You can then intentionally lose to them, allowing them to pick one of your cards on the board to keep. Then, stall the game to wait for them to play the card they took from you and beat them, making sure to collect the card they took from you as the reward. If they don't play the card, lose again and they will take another card from you making your life easier as you now have more cards you can win back, making the achievement easier to obtain.