Gamble With Your Friends: All Challenges and How to Complete Them

Gamble With Your Friends: All Challenges and How to Complete Them

The wheel clicked, my last $750 (≈€690) riding on green, and the room narrowed to a single breath. The loanshark’s challenge list on my phone—21 entries, each promising tickets and small humiliations—felt like a pocket-sized ledger of sins. I learned the routes that pay faster; you can skip a lot of bruises if you read the map I’m about to hand you.

I’ve played the casino on Steam enough to know which bets are theater and which actually move the meter. You’ll get straight, tactical advice from me: what to chase, what to avoid, and how to spend the tickets the game throws at you.

How to complete all challenges in Gamble with your Friends

I watch players hover over Roulette and Street Craps, deciding whether to risk a stack or fold.

The current build offers 21 challenges. Below is everything you need to finish each one quickly, whether you’re on PC via Steam or streaming wins to a small Twitch audience. I kept the instructions short and practical—small rules that change outcomes. Read the table, pick three that match your bankroll, and work them as a set.

Wheel of Fortune in Gamble with your Friends
Screenshot by Moyens I/O
Challenge Requirement How to Complete Rewards (Tickets)
All on Red Bet at least $300 (≈€276) on Roulette and profit Use the 50/50: bet Red or Black and walk away when you net the profit. Avoid trying to chase a double-up after a loss. Four
Big Spender Bet a total of $3,000 (≈€2,760) across all games Just place steady bets across sessions until the total hits. Low-risk bets on Money Wheel or Hi Lo help you reach the number without bleeding out. Five
Risky Move Win on Blackjack with a hand value less than 15 When you have <15, stand and hope the dealer busts. It’s a bluff against the house’s math. Five
High Roller Place a single bet of $750 (≈€690) or more Drop one big bet on any table. Slots or Wheel of Fortune are easiest for a single large stake. Six
Yarll!!! Bet on Yarl and win on Duck Race Pick Yarl and hope it wins—pure luck, but cheap to attempt repeatedly. Six
Lucky Roll Get 7 or 11 on your first roll on Street Craps First-roll wins are RNG; roll until you hit the initial 7 or 11. Six
Lucky Streak Win 3 games in a row Choose low-variance games—Blackjack, Hi Lo, or Money Wheel with smaller bets—to stack three wins without a loss between them. Six
Jackpot Hunter Win with 10x on the Slot Machine Required combination: Eye: 0.5x; Ankh: 1.5x; Beetle: 2.5x; Lotus Flower: 3.5x. You’ll need patience and volume; no mechanical trick here. Eight
No Bust Run Win 4 games in a row on Blackjack Only stand on 16+ and never chase after a risky hit. Conservative play yields consecutive wins faster. Eight
Spot On Bet a total of $1,000,000,000 (≈€920,000,000) on Keno This one is a grind. Build funds via Wheel of Fortune or repeated high-ticket Hi Lo bets before dumping into Keno. Eight
Roll The Odds Profit a total of $2,000,000,000 (≈€1,840,000,000) on Hi Lo Scale stakes with a bankroll: bet big when you have cushion and stop when ahead. Bankroll management is the only strategy here. Nine
Winner Winner Penguin Dinner Win at least 3x two times in a row on Penguin Cross Play cautiously—don’t fall on the ice—and repeat until you hit 3x twice back-to-back. Ten
Spin Streak Win 3 games in a row with at least $100,000,000 (≈€92,000,000) on Money Wheel Bet on green for the higher multipliers and keep stakes consistent across three wins. Ten
Natural Roller Win Street Craps on Point Phase Play point-phase rounds; repeat until the dice land in your favor—patience matters more than tactics. Ten
Clean Fall Win 24x on Pinko Spread small bets across many pins so the ball can land where you predicted. Volume helps reach the 24x. Eleven
Traffic Monster Win at least 4x on Penguin Cross Smaller, repeated bets increase your run-rate toward 4x without collapsing your stack. Twelve
Keep it Spinning Spend a total of $6,500,000,000 (≈€5.98 billion) on Wheel of Fortune Will happen naturally if you run high-volume Wheel sessions. Treat it as a byproduct of farming tickets or coins. Twelve
No Safe Rolls Win 20x on Dice Place minimum bets and hunt for the 20x multiplier; odds are against you but the cost per try stays low. Twelve
Step Into Fire Lose 4 times in a row with at least $650,000,000 (≈€598,000,000) on Dragon Tower Intentionally lose with big bets. This one hurts your balance but pays tickets—treat it as a planned expense. Fourteen
Perfect Sweep Win at least 20x on Mine Sweeper Reveal tiles carefully; aim to uncover at least 19 tiles assuming two mines. This is about pattern recognition and patience. Fourteen
Poker Face Don’t lock cards and win with a hand equal to or better than Two Of A Kind on 1P Poker Let the draw play itself—don’t touch the cards and hope the random hand reaches at least a pair. Fourteen

How do I complete challenges in Gamble with your Friends?

If you’re asking this, focus on sets. I recommend you pick three complementary challenges—one low-risk, one medium, one lottery-style—and rotate until they’re done. Steam leaderboards and community guides can give you examples of successful patterns; use them like a reference manual, not a script.

Can I change a challenge if I hate it?

Yes. You spend tickets to redraw a challenge. Think of tickets as a soft currency: they reset your odds and trade annoyance for time. If a challenge clashes with your playstyle, burn a ticket and pick the one that fits your bankroll and appetite for risk.

How to change challenges in Gamble with your Friends

At the table I often see players stubbornly grinding an unsuitable task until their bankroll is dust.

Use tickets to swap an unwanted challenge for a fresh one. Each redraw costs tickets and yields a new target; completing challenges gives you more tickets, and some unlock achievements that stack on your Steam profile. If you stream on Twitch or clip highlights with OBS, swapping to engaging or fast-to-complete tasks helps you keep viewers watching and donors tipping.

Two quick behavioral rules I use: (1) never spend your last ticket to redraw unless the replacement is playable for your current balance, and (2) treat lottery challenges—slots, Jackpot Hunter, Lucky Roll—as volume plays: more spins, more chances.

The table above is your treasure map; follow its routes, hedge your bets, and aim to convert small wins into the capital required for the big-ticket challenges. Want to argue whether planned losses are ever worth it for tickets?