I'm back😁 (Apparently I'm not a man of my word)..$21K Wimbledon advice needed.

[texhooper]

You two are fukked in the head

[Enikk]

No need to throw it in her face or piss her off or post excess stuff on a public forum. There is being honest and transparent and than there is just being careless. Get the cash safely in the bank. Did the casino not let you wire it? I can't believe you posted your real name and email addy on a public forum. Too many broke sick fvcks in this world. Be safe man

[Doug tushyterror]

No need to throw it in her face or piss her off or post excess stuff on a public forum. There is being honest and transparent and than there is just being careless. Get the cash safely in the bank. Did the casino not let you wire it? I can't believe you posted your real name and email addy on a public forum. Too many broke sick fvcks in this world. Be safe man

Thanks man, total slip up, thankfully Rudy warned me to take it down. Only other option besides cash pickup is mailing in the ticket for a cashier's check. ( Can't believe people actually do that putting that much trust in the USPS)

[Goat Milk]

I love you Doug but you sound like a kid in these texts. She's also giving you one phrase answers, which means she's not interested in the convo. You're experienced enough to know that this is a good time to stop. You're 20 years older than her -- don't bring yourself down to that level. Gotta handle everything with class when it comes to the ladies and if you want her back then you do that by stepping up your own game and showing her what she's missed not directly but subtly (have you seen that movie limitless? yes like that), and then by the time she wants you back it's too late. Good luck broski lol thank you for sharing this thread

[Enikk]

Thanks man, total slip up, thankfully Rudy warned me to take it down. Only other option besides cash pickup is mailing in the ticket for a cashier's check. ( Can't believe people actually do that putting that much trust in the USPS)

I always open up a bunch of tabs with threads I want to read later and was like "wtf is he doing?" Glad to see Rudy caught it. Take some extra precaution just in case. Could also have a spiteful ex. That sucks casino don't have other options. I guess best just to cash ticket weekday during banking hours.

[stepaside777]

this guy can gamble but he clearly cant talk to females

[jjgold]

This thread is hilarious

Did you guys read Doug is basically even gambling last 3 months and down for year??????

[stevek173]

Tush!

Congratulations on the monster hits!

Enjoy it, all the best.

[BeatTheJerk]

this guy can gamble but he clearly cant talk to females

Why because he keeps it real & doesn’t kiss their ass like most men do ?

[BeatTheJerk]

Isn’t the bank gonna report all that money to the IRS if you deposit it ? I would keep the cash deposit under 10k bro & store the rest somewhere safe & stay away from possible taxes.

[jjgold]

You only pay taxes if you get a 1099, not an issue even put in 50,000 in the bank it might get flagged and reported but that’s all it’s chump change and it’s not done all the time

[Doug tushyterror]

Isn’t the bank gonna report all that money to the IRS if you deposit it ? I would keep the cash deposit under 10k bro & store the rest somewhere safe & stay away from possible taxes.

They might make me fill out a CTR but if I try to be slick & deposit less than 10K over a few days I could get busted for structuring which is a federal crime.

[Doug tushyterror]

Tush!

Congratulations on the monster hits!

Enjoy it, all the best.

Appreciate it Steve but as you know after a couple hours the novelty kind of wears off and it's back to the grind.

[RudyRuetigger]

Isn’t the bank gonna report all that money to the IRS if you deposit it ? I would keep the cash deposit under 10k bro & store the rest somewhere safe & stay away from possible taxes.

Im more wondering about the sportsbook

so you filled out tax papers to collect it all or not?



i dont know how it works there

wouldnt he have to fill irs papers when collecting?



dougy you better keep every losing ticket/lotto/track ticket etc that you can get your hands on to offset if the book does report this

[JayLA]

At least you can feel whole , bud, congrats

[jjgold]

Many think this is the worst thing that happened to Doug

[Unrivaled]

Many think this is the worst thing that happened to Doug

Not the worst no, but if he continues these big plays he will go broke.

Doug, stop gambling now and save the money. You will thank yourself later.

[stevek173]

Appreciate it Steve but as you know after a couple hours the novelty kind of wears off and it's back to the grind.

I hear you bro.

At least take a breather and soak it in, imo.

That's a crapload of money and you need to embrace it!

This is the most money I can recall any posters winning in forum history.

[RudyRuetigger]

You're probably right Mets, it's bad karma..had to finish it out & she seemed rather indifferent so I'll just see where it goes. Normally I'm not this petty but she still lied to me about why she couldn't lend me the money after all I did for her. If she was just honest with me from the jump I would’ve actually hooked her up with at least 2K wo. resorting to this.

bro it is pretty obvious this girl wants nothing to do with you


move on

[Doug tushyterror]

Im more wondering about the sportsbook



wouldnt he have to fill irs papers when collecting?



dougy you better keep every losing ticket/lotto/track ticket etc that you can get your hands on to offset if the book does report this

Just made the dep. now Rudy (gonna dep. the remaining 10K into another bank for the BM BTC reload). Figured I would have to fill out a CTR but the teller said she had to ask me 2 questions since it's over 10K . (What is my employment status & what do I do for a living.).. I tried to be funny & said, "I'm an architect...............of my own destruction!). She just looked at me sideways & said "excuse me sir?". At that point I just said I'm unemployed & used to work as a security guard. Doubt that will mess with my UE but I figured it was better than lying.

[RudyRuetigger]

no bro, didnt you bet this at a legal book somewhere???


i thought they had to collect tax information when paying you?


i was never talking about the bank deposit

[RudyRuetigger]

Sports Betting Taxes Take-Aways

• Sports betting profits are taxed at a rate around 24%
• Winnings over $5,000 are often taxed automatically
• Gambling losses can be deducted from winnings to avoid taxes

[Doug tushyterror]

bro it is pretty obvious this girl wants nothing to do with you


move on

If that's the case I have no problem moving on but knowing her the way I do, she's still butthurt over the abortion comments & will eventually get over it.

[Doug tushyterror]

Sports Betting Taxes Take-Aways

• Sports betting profits are taxed at a rate around 24%
• Winnings over $5,000 are often taxed automatically
• Gambling losses can be deducted from winnings to avoid taxes

I can't find the link but I posted it before where the casino only deducts taxes if you hit at least a 300-1 shot otherwise it's your responsibility.

[Unrivaled]

Sports Betting Taxes Take-Aways

• Sports betting profits are taxed at a rate around 24%
• Winnings over $5,000 are often taxed automatically
• Gambling losses can be deducted from winnings to avoid taxes

Not taxed in Canada.

[Doug tushyterror]

I can't find the link but I posted it before where the casino only deducts taxes if you hit at least a 300-1 shot otherwise it's your responsibility.

Found it:

[RudyRuetigger]

you better watch out dougy


and make sure you save any and all losers like i said



easy to say you will now, but next february when the shit comes that you owe taxes, you better have the losses saved

[KnuckleHeadz]

Make sure to put 11k aside for uncle same when he sends you that letter next year to collect

[RudyRuetigger]

Make sure to put 11k aside for uncle same when he sends you that letter next year to collect

he just needs to save his losers


but its going to look fishy if he wins 45k in usa soil then magically loses 45k offshore where the money isnt easily traced

[BigdaddyQH]

This story keeps changing. It is highly unlikely that most of it is true. It is obvious that NONE or you have ever won this kind of money over a years time. You losers only have the most rudimentary idea as to ow to avoid paying taxes on a very small amount of money (35K is small). In this case, knowing how this guy allegedly wagers, he will lose it all within a year, so the tax question becomes mute.

[Doug tushyterror]

Make sure to put 11k aside for uncle same when he sends you that letter next year to collect

[Doug tushyterror]

he just needs to save his losers


but its going to look fishy if he wins 45k in usa soil then magically loses 45k offshore where the money isnt easily traced

Probably should’ve held on to those 23K Zags/Nets losing tickets to offset this win but I never thought I'd be going back to a casino. Seriously doubt I'd get audited but if so I could always show the screenshots.

[KnuckleHeadz]

Probably should’ve held on to those 23K Zags/Nets losing tickets to offset this win but I never thought I'd be going back to a casino. Seriously doubt I'd get audited but if so I could always show the screenshots.

Bet your ass you’ll be getting audited.
The book will be claiming it as a loss with Dougy tush as the culprit

[pimike]

You can’t write off losses. Government changed that. You have to prove your a professional gambler doing it as a buisness.

Otherwise you will pay for any net gains.


Trust me they already reported the winnings to Biden.

If you get audit you will be responsible. If not then no.

[RudyRuetigger]

You can’t write off losses. Government changed that. You have to prove your a professional gambler doing it as a buisness.

I do not believe this for one goddamn second