How I lost everything in the $10 to $1000 betting challenge:

It took only 5 days.

I was off to a decent start, but I got too careless.

With only a few weeks of betting experience, failure was imminent. I’m gonna outline what I did right, and then what I did wrong.

What I did right:

Believe it or not, I won most of the bets that I placed after the match had already begun—ones I was actually watching.

What does this mean? Basically, if I watch the match, I’m way more likely to win something.

What else?
Bankroll management. I’d give myself a solid 7/10 on this. Some bets were a little high, but for the most part, I did okay. Most of my bets were under a dollar after day 2.

What I did wrong:

I didn’t watch—even track—most of the games I bet on.
My excuse would be that I had too many classes during those times, or that it was just bad luck… but that’s cap. It’s no coincidence that the games I did watch actually won.

Predicting Chelsea not to win and Pafos beat Villarreal was not luck. I could literally see how the teams were playing.

If I had done that for every game, I probably wouldn’t be down to $0.

Conclusion:

So, will I try to become a sports bettor? The short answer: no.

But I would like to mess around with it a little more.

I need to grind this into my head: sports betting, like alcohol, can be okay in moderation—but not in excess.

I have a friend that does sports betting as his main hobby. He puts in $50 a week, and no more. Whether he wins or loses doesn’t matter—he does it for fun.

So if I ever do bet again, I’ll follow these rules:

1. I will never bet on games involving my team (Arsenal).
2. I will set a limit each time I bet—and never go past it, no matter what.
3. I won’t look at it as making or losing money—just having fun.

If you found this article interesting, consider leaving a comment and adding your email to my list. I plan on using this space to mess around with money for the greater good. If I can monetize it, I’d love to run experiments and money-making challenges to inspire others to earn more—and give back to the community.

Risking my money on Kairat and other underdogs… $10 to $1000 challenge

Day 2:

Day 1 didn’t go amazingly well. I am up $0.92 which is a 9.2% increase. The goal is a daily average of 16.6% to reach the $1000 goal.

Bayern saved me yesterday, paying me out $7 from a $2.78 bet. Madrid failed me, PSV failed me, but I did snatch $2.00 from the Monaco win vs. Bodø/Glimt.

I have $10.92 to spend today and the ideal number for tomorrow would be at least 13.60. This is doable, but I need to rely on some upsets as well if I really want to hit $1k.

The Chelsea-Qarabag game is going on right now and Qarabag and the Azerbaijani team just bagged an equalizer. I’m going to bet no for a Chelsea win here where $0.98 will get me $3.00.

Next up, I will put a little bit for a Pafos FC win against Villarreal. It’s 0-0 right now but the Cypriot team is holding really strong posession. It’s unlikely, but I will bet $0.54 for a $5.00 payout if they win.

For my last upset, I will bet on Inter to NOT beat Kairat Almaty. At home. Which is really dumb now that I think about it but what’s done is done. $0.86 will payout $20.00. What was I thinking…

I feel pretty confident in Barcelona beating Club Brugge away, so I bet $3.38 for a $5.00 payout.

I will say, I feel more confident about Newcastle losing against Athletic Club, so I will bet no (1.53) for a Newcastle win to lose or draw, paying out $5.00.

For my last bet, I’m betting for a Marseille win against Atalanta at home. Their odds are only 41% but they are in much better form than Atalanta. A draw scares me here since Atalanta are draw merchants this year, but I’ll trust Marseille… $2.14 for $5.00.

(Note, Qaragbag are now up against Chelsea, 2-1 🙂

Starting amount: $10.92
Profit: $0.92 (9.2%)
Bets today: $9.43

The “$10 to $1,000” soccer betting challenge

Day 1:

Can I turn $10 into $1,000 with sports betting? And in one month? I’ve got $10, zero experience, and 7/10 ball knowledge, but let’s find out.

This is day one. I deposited $10 into Kalshi (the only app a 19-year-old in Michigan can use), and started looking at todays fixtures.

Most of today’s UCL matches kick off in just 15 minutes, so I have to think quick. (Keep in mind, I started this website 10 minutes ago so I’m on a tight schedule).

Right now, the most promising matches are PSG vs. Bayern Munich and Liverpool vs. Real Madrid.

Even though both of these fixtures are away, I have confidence in Bayern and Real. I will put about 50-60% my bankroll towards these games, while the rest I will spread out. I know this is risky, but if the challenge is risky, the bets have to be risky too.

For both matches, the odds are 38% (+163), but I believe that they are both more likely to win.

Bayern are on a 15-game win streak while PSG barely won against Nice on Saturday.

Meanwhile, Real Madrid are in excellent form whereas Liverpool have lost 6 out of their last 8.

I bought $2.78 each, both of them paying out at $7 if I win. That leaves me with $4.44.

Monaco’s odds are 34%. Though they are away, I believe their odds are higher than 34%. So a $0.72 pays out $2.00. This leaves me at $3.72.

Even though Juventus are in bad form, they’ve won their last two games and are maybe headed back up. They are facing Sporting CP but I do not see Sporting winning away. I bet $1 on Juventus to win $2. Balance: $2.72

Finally, for my last bet, I am betting on an away win for PSV. Both PSV and Olympiacos are in good form, but I bought $0.80 with a $2.00 payout. I have $1.92 remaining.

Alright, I’ll be back tomorrow. Let’s see what happens.

Starting amount: $10
Profit: $0
Bets today: $8.08