freedomgo (OP)
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I was reading some old posts about gambling and figured this might be a good question to ask here, especially for the old-timers, those who were already around during the early days. I hope when you share your story, it won’t be something you regret too much.  We're not talking about your biggest wins here, but your biggest single bet, and maybe include a little background too, like how much that amount was worth at the time and why you were willing (or able) to risk it. I’ll start with mine. Back in 2016, I remember placing a max bet of 0.1 BTC. I don’t recall the exact price of Bitcoin at that time, but looking at today’s price, that’s around $12,000. No way I’d ever do a single bet that size now.  But it was one of those moments I’d probably tell my kids about someday… especially if Bitcoin ever hits $1 million per coin.
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Ojima-ojo
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July 17, 2025, 11:38:10 PM |
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Bigger question is, is there going to be a future for a gambler where he will not have past ro point at as his point of regret, and lessons from his gambling history, I think the answer will definitely be NO.
We have to learn to apply right limit and understanding to everything, and not gambling with too big amount of money is most and very important to at least reduce, the level of risk and ultimately eradicate every possible regret that can come from it in the future,. At least let such remembrance be something we can laugh over and not an amount that becomes our biggest regret in the future
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Charles-Tim
Legendary
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Activity: 1988
Merit: 5723
Leading Crypto Sports Betting & Casino Platform
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July 17, 2025, 11:41:15 PM |
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My highest bet in bitcoin was 0.001 BTC which I won as a free bet on games and rounds board on this forum few weeks ago when bitcoin was around $107800. I used it to bet and I lost the bet because I did not see a better match to use to place the bet, although that is just an excuse but anyone can lose any bet at anytime.
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criptoevangelista
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July 17, 2025, 11:52:42 PM |
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To be honest, I’ve never bet even a single satoshi. I use my country’s fiat currency for gambling. I don’t know if I’d have the courage to bet bitcoins on games, I’d feel extremely uncomfortable losing them. I know losing fiat is still losing, but like… fiat is worthless. I consider bitcoin way too valuable to put at risk.
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Stablexcoin
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July 18, 2025, 12:34:48 AM |
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My biggest bet using bitcoin was around 0.005 BTC. I won it from a contest i participated. The requirement was to wager it up to the minimum withdrawal amount. That time the minimum withdrawal amount was 0.001. The painful part is I lost the bet and everything was gone. Aside from that bet, the next time i bet on bitcoin was $10 of BTC. This time I deposited almost $50 used some on casino game and the other $10 of btc on sports betting.
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btc_angela
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July 18, 2025, 01:07:05 AM |
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I was reading some old posts about gambling and figured this might be a good question to ask here, especially for the old-timers, those who were already around during the early days. I hope when you share your story, it won’t be something you regret too much.  We're not talking about your biggest wins here, but your biggest single bet, and maybe include a little background too, like how much that amount was worth at the time and why you were willing (or able) to risk it. I’ll start with mine. Back in 2016, I remember placing a max bet of 0.1 BTC. I don’t recall the exact price of Bitcoin at that time, but looking at today’s price, that’s around $12,000. No way I’d ever do a single bet that size now.  But it was one of those moments I’d probably tell my kids about someday… especially if Bitcoin ever hits $1 million per coin. I can't remember but it was just around $100 = x amount of Bitcoin in around 2018. So I think it's a big amount as we are in the bear market that time. Yes, we really don't know back then that Bitcoin will be this huge and if we could just go back in time and hold. In any case, no regrets though, I mean for gamblers it's just money and we wanted to enjoy and just have some fun. It was a sports bet, it was in NBA games and I remember the team, it was Portland and Dame was still playing with them it was one of those game winning shot, so it's all good and for fun.
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maydna
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July 18, 2025, 03:26:46 AM |
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If I am not mistaken, back in 2013, I able to use 0.01 BTC to play multiply for some rounds. Not to expect winning big but I can double it and cash out the money. At that time, Bitcoin was not too high and we can collect from faucet for some time and try to double it.
At that time, we don't have to do KYC and can playing gambling without think about verification. Many casinos take it easy about the verification and no need to push their members doing that.
But if that is happen this day, I don't want to use 0.01 BTC to playing gambling. That amount is too big for me and I can not afford to lose it.
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ralle14
Legendary
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Activity: 3626
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Shuffle.com
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July 18, 2025, 03:37:04 AM |
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Mine was around BTC0.2, and it's only because I was chasing after a contest that barely had any competition. Luck was heavily on my side at that time, as my account won the lottery promo for several rounds, and that was how my bankroll quickly snowballed, so I could place one of my biggest bets.
The price of BTC back then was still in the three-digit range, so it's probably not higher than $100 if converted to fiat.
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mindrust
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Activity: 3696
Merit: 2651
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July 18, 2025, 03:57:18 AM |
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I think I’ve made my biggest bets during directbet’s era when things were actually fun and interesting. I can’t really remember the amount but knowing me it shouldn’t be more than $500. Still though, I am not even close to making similar sized bets in the recent years because like I said the industry has lost a bit of its past mojo. I wish they were still around and making gambling great again. Not saying the current generation of casinos are all bad but man, directbet was something different. Something unique. Something fun.
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Ruttoshi
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July 18, 2025, 04:11:31 AM |
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I don't know the actual amount in btc but it $30 in fiat currency. I was carried away with hitting the highest multiplier, too bad it didn't worked out and I lost it al in just one hour. After that time, I promised myself not to bet with bitcoin because I saw how much interest that $30 would have yielded for me by now. However, we don't need to regret about our past but learn from it.
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Patikno
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July 18, 2025, 04:34:24 AM |
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I’ll start with mine. Back in 2016, I remember placing a max bet of 0.1 BTC. I don’t recall the exact price of Bitcoin at that time, but looking at today’s price, that’s around $12,000. No way I’d ever do a single bet that size now.  But it was one of those moments I’d probably tell my kids about someday… especially if Bitcoin ever hits $1 million per coin. If we are talking about the biggest Bitcoin bet I have ever made, I don't recall it being more than a hundred dollars, but what I do remember is that I used to gamble with Bitcoin for around ten to fifty dollars, and I did this quite often at that time. And in terms of winnings, I think it was a bit of a balance. However, I do remember making a single bet of around six hundred dollars, using a stable altcoin, and I think if that were in Bitcoin, it would probably be around three times that amount today (I don't remember the exact price of Bitcoin at the time, just an estimate), so that would have been a single bet of around eighteen hundred dollars, and I think I will probably tell my kids about this someday, just like you said, and it seems like a very interesting story for them, and even several times my friends often remember that moment and talk about it, because I did it right when I was near my close friends at that time.
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Russlenat
Legendary
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Activity: 3234
Merit: 1038
Want to run a signature campaign? msg Little Mouse
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July 18, 2025, 05:58:05 AM |
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Those who registered before the 2017 bull run will definitely relate to this. I was also here pretty early, can’t say I became a millionaire, but back then, betting 0.01 BTC was nothing for me. There were even campaigns paying 0.025 BTC per week, so if you were into gambling, dropping 0.1 BTC wasn't a big deal.
As for me, I’m sure I’ve gambled more than that. I think my biggest single bet was around 0.25 BTC. But I remember someone else, I think it was yahoo62278 (correct me if I’m wrong) who once shared a story about winning over 1 BTC. I came across it somewhere here on the forum.
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TravelMug
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July 18, 2025, 06:38:55 AM |
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If I'm not mistaken, my biggest bet would be like 0.01 BTC and it's sports betting. Around 2017 and we are in the heat of the bull run that time. I'm in the height of my test on Bitcoin for sports betting as this is the year that when I join crypto. And yes, it came from a signature campaign pays accumulate. It was in my favorite sports so it didn't matter about how much Bitcoin it is. But today? Nah, I wouldn't risk that huge amount, much better if I will just keep it or just using other crypto like USDT to bet. And it looks like most of us here really bet large amount because at that time, we're not sure or don't know that Bitcoin will take off and became more than $100k.
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Outhue
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July 18, 2025, 06:57:39 AM |
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In that same 2016 I used 0.2 BTC to place bet on freebitco, I am sure not many people know about this platform but those who are around at the time should know that it's a casino like platform with BTC faucet, back to my story, I won 0.58+BTC.
I was happy and withdrew the money successfully, the second day I felt like I am missing out big, my mind was focused on getting 1BTC, this was how I went back into the platform and I lost everything.
I regretted my decision and that was when I started realising the pure truth about gambling, like how will the casino survive on it's own if no one is losing? I felt it was a big opportunity and I got lucky, still I don't realize how lucky I got and I let greed ruined it all.
0.5BTC today is a lot of money, like $60,000 but even if I have made up my mind to never went back and waste the BTC I might have cashed out and spend it all so today I don't think it will make a lot of different.
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Botnake
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July 18, 2025, 07:33:26 AM |
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It was definitely easier to gamble during the bull run, especially during altcoin season. I still remember 2017 and 2018 when even the most random “shitcoins” were pumping like crazy.
That was a long time ago, but I can still clearly remember one bet I made, it was 0.15 BTC. But to be honest, that wasn’t all my money. It was a pooled amount from me and a few friends. They just trusted me to place the bet since sportsbooks weren’t that popular yet, and crypto gambling was way more accessible back then.
Unfortunately, I didn’t win, so not exactly a story with a happy ending.
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bubilas
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July 18, 2025, 07:35:15 AM |
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I was reading some old posts about gambling and figured this might be a good question to ask here, especially for the old-timers, those who were already around during the early days. I hope when you share your story, it won’t be something you regret too much.  We're not talking about your biggest wins here, but your biggest single bet, and maybe include a little background too, like how much that amount was worth at the time and why you were willing (or able) to risk it. I’ll start with mine. Back in 2016, I remember placing a max bet of 0.1 BTC. I don’t recall the exact price of Bitcoin at that time, but looking at today’s price, that’s around $12,000. No way I’d ever do a single bet that size now.  But it was one of those moments I’d probably tell my kids about someday… especially if Bitcoin ever hits $1 million per coin. This is just unbelievable and this is a huge bet at the moment and as a person who has seen Bitcoin at $100 I can fully understand you, because at one time a friend also threw me a tenth of a Bitcoin, and I used this money to pay for housing and communal services. Lol. No, I've never placed such huge bets in gambling. The only big bet I've ever made was $50 for a spin on the slots.
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Odohu
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July 18, 2025, 08:28:17 AM |
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I don't bet big amount on a a single bet because I play for the long run, so my biggest bet on a game (accumulation actually) was 0.001BTC and I lost the bet. Well that is part of the business, I lost it and it was something I could afford to lose as at that time so I was not too pained and I still continued playing my games after I returned from the break I took that time. As at that time, I usually do not win any bet I placed big amount of money as if I was under a spell, but now things have improved so well and those dark days are over.
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Samlucky O
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July 18, 2025, 08:28:57 AM |
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I hope when you share your story, it won’t be something you regret too much.  I don't even have any story to shear, talk more of feeling regretful. Although I lose some amount to betting but not in crypto Casino but on fiat betting. I’ll start with mine. Back in 2016, I remember placing a max bet of 0.1 BTC. I don’t recall the exact price of Bitcoin at that time, but looking at today’s price, that’s around $12,000. No way I’d ever do a single bet that size now.  Well from your description I think with 0.1btc at 2016 starting price would be $43 stake with Bitcoin price of $434. But if you bet around the end of 2016 at closing price of $900, your stake would have been $90 at 0.1btc. that's really a huge amount of money anyway. But if you consider that you bet this same amount in fiat of your currency it would still be thesame. Because many people bet with even $400 then but not in BTC but in fiat. We can only regret why we didn't gamble it with fiat instead of BTC on crypto casino.
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Mr. Magkaisa
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July 18, 2025, 08:36:08 AM |
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0.02 bet for the Lakers way back in 2016. Lucky that day as i remember i won that bet. I dont actually bet by myself, It was my friend, he called me that day telling me that he found 0.06 BTC on his wallet at the online casino. he need some FIAT that day and told him go bet for Lakers 0.02 BTC and i sent him 10,000 pesos (approx 180 USD). But if you will ask today to do it again ? I will not! 0.02 before 10,000 PESOS now its 134,000 ...
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irhact
Legendary
Offline
Activity: 1036
Merit: 1000
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July 18, 2025, 08:56:08 AM |
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I’ll start with mine. Back in 2016, I remember placing a max bet of 0.1 BTC. I don’t recall the exact price of Bitcoin at that time, but looking at today’s price, that’s around $12,000. No way I’d ever do a single bet that size now.  But it was one of those moments I’d probably tell my kids about someday… especially if Bitcoin ever hits $1 million per coin. I remember my early days in the industry when if I wanted to gamble, it has to be Bitcoin since the value of Bitcoin wasn't that big and I can bet any amount without thinking about what's going to happen if I lose. I have bet at once 0.5 BTC and the value then wasn't that high as it's today and how big it'll be in the future. The bet then I didn't win but I wasn't all mad about that then but when I looked at the value of the Bitcoin today, it begins to annoy me. It annoys me further when I see the potential win I should have gotten. If I had won, I should be having an additional 5 Bitcoin in my wallet.
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