Gamble With Your Friends is one of those games where chasing 100% completion can quickly spiral into a grind. On paper, it’s a chaotic casino roguelike built around luck and risk. In practice, unlocking all 55 achievements takes patience, planning, and a clear understanding of how the game actually tracks progress.
This guide breaks down everything you need to know, from bugged achievements to floor-specific challenges and hidden lobby secrets.
The Bugged Achievements You Should Avoid

Before you start grinding, there’s one major issue you need to know. As of version 1.0.4, several achievements are completely broken and won’t unlock, no matter what you do.
Do not waste time on these:
- Big Spender 2, 3, 4 (Floors II–IV)
- High Roller 2, 3, 4 (Floors II–IV)
- Lucky Streak 2, 3, 4 (Floors II–IV)
The Floor 1 versions work fine, so complete them early. Once you move up, ignore these entirely until a patch fixes them.
How the Loan Shark Challenge System Works

Achievements in Gamble With Your Friends don’t unlock just by playing well. This is where most players get stuck. To earn achievements, you must:
- Accept a specific challenge from the Loan Shark terminal
- Then complete that challenge under its conditions
If you win games without activating the challenge first, it won’t count. Challenges are tied to the machines available on each floor, so:
- You can only get challenges for games that spawned
- You should reroll challenges using tickets until you get what you need
Managing your tickets properly is key. If you waste them, you’ll slow down your progress significantly.
Floor-Based Achievements

Each floor introduces different challenges. Lower floors are easier, while higher floors demand bigger risks and payouts.
Floors I and II Achievements
These are more forgiving and should be completed early.
- YARLL!!!: Bet on Yarl and win the Duck Race (Floor 1)
- Risky Move: Win Blackjack with a hand below 10 (Floor 1)
- No Bust Run: Win 4 Blackjack games in a row (Floor 1)
- Jackpot Hunter: Hit a 10X win on Slot Machine (Floor 1)
- Lucky 7: Roll a 7 on your first Street Craps attempt (Floor 1)
- Winner Winner Penguin Dinner: Win 3X twice in a row on Penguin Cross (Floor 2)
- Greed Test: Hit 10X on Crash (Floor 2)
- Clean Fall: Reach 24X on Plinko (Floor 2)
Floors III and IV Achievements
These are much harder and require a strong bankroll.
- Step Into Fire: Lose 4 times in a row on Dragon Tower (Floor 3)
- Perfect Sweep: Hit 20X on Mine Sweeper (Floor 3)
- Poker Face: Win without locking cards, with at least Two of a Kind (Floor 3)
- Straight Down: Lose 7 Plinko games in a row (Floor 4)
- Safe Exit: Win 4 Crash games in a row (Floor 4)
- Flameproof: Win 3X three times in a row on Dragon Tower (Floor 4)
- No Detonations: Hit 5X three times in a row on Mine Sweeper (Floor 4)
At this stage, expect heavy losses. You’ll need to build up a large pool of money to absorb failed attempts.
Financial Milestones & Endings

A big portion of the achievements comes from total earnings over time. Key milestones include:
- HARDER: Earn 10 million
- WORK IS NEVER OVER!: Earn 100 billion
These track cumulative earnings across runs, so you’ll unlock them naturally over time. The game also features three endings, each tied to achievements:
- Let It Ride
- End of the Line
- …And They Lived Happily After
Unlocking all three is required for 100%, and typically takes multiple runs.
Miscellaneous & Easy Achievements

Some of the easiest achievements are outside the main casino loop.
Lobby Parkour
- Complete the parkour course and collect hidden plushies
- Unlocks “You reached…PEAK!”
Menu-Based Achievements
- Click the bottom option → “Real Gambling Is Not Cool.”
- Select “NO” at start → “Not Feeling It”
- Select “YES” and lose coin flip → “Unlucky :(”
- Select “YES” and win coin flip → “The Gambler’s Blessing”
These take just minutes to complete and should be done early.
Final Thoughts

Getting 100% in Gamble With Your Friends takes more than just luck. The game is built in a way that can easily waste your time if you don’t understand how achievements are actually triggered. Once you get familiar with the Loan Shark system and avoid the bugged challenges, the grind becomes far more manageable.
It’s still a long journey, especially with the higher floor challenges and massive financial milestones, but steady progress adds up over time. Stick with it, play smart, and you’ll eventually clear everything the game throws at you.

