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Most Money You Ever Won or Lost In a Golf Game.....


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#1 lumberman2462

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Posted 04 February 2013 - 03:19 PM

I don't mean for tournament prize but for for just straight up gambling on your own ball.


I'll go ahead and fess up that they most I ever lost was $600.00.

The Most won was $550.00.

(FYI:  The loss was when I was 22 years old and in college (and broke) and the guy had played the PGA Tour in the 1950s-70s - yeah, I got smacked around by an old guy.   it was painful.)

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#2 Fourmyle of Ceres

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Posted 04 February 2013 - 04:05 PM

I think it was around $35 or $36 bucks the first time I played in a Wolf game. Could have been worse but my partner on the last hole bailed me out with a long putt that saved me another thirty or so. That same day another Wolf newbie like myself was tempted to go Lone Wolf on the 17th hole because he was way behind. The guy running the game took him aside and whispered the amount he'd be down if he lost that hole. Newbie turned real pale and decided he needed a partner. I think at the end of the round he paid up around a hundred bucks, even so.

Typically I opt out of any open-ended games with pushes, etc. and inform the person inviting me to play that I'd rather than risk more than $20-$40 at most. I can get as much joy out of winning a dollar a side as I could out of winning a fortune. It's the simple pleasure of making the other guy muster a smile while reaching for his wallet back in the clubhouse that makes it all worthwhile...

#3 Willie Malay

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Posted 04 February 2013 - 04:13 PM

I don't play friends for a lot of $$. Great way to ruin a friendship. Took maybe $75 once because they kept "pressing". Usually it's $5-20. Took a whole dollar yesterday.

#4 tembolo1284

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Posted 04 February 2013 - 04:18 PM

756 bucks most ever won.

13 bucks most ever lost.
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#5 chirotennis

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Posted 04 February 2013 - 04:18 PM

I play each week and average betting around $25-40 depending on the side bets.  Most I have ever won was in a skins game where a near hole in one netted me 6 carryover skins, made almost $80 that day...

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#6 Swingem

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Posted 04 February 2013 - 04:50 PM

Playing with my foursome at Bandon Trails. Everyone's in for $5 a hole skins, so $20 per hole at stake. Won 11 carryover skins on hole# 13, $220 plus the front back and overall. Total for the round was $285.00. Not big $, but sure was fun.
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#7 80footputt

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Posted 04 February 2013 - 05:03 PM

Most $ Won - $2275
Played in a member-guest Calcutta and we "bought" our team at auction.  We learn we're tied going into 18, a 190 yrd. par 3 with a long, narrow green.  Tee shot ends up just barely on the front, pin was all the way back.  Drained the putt for a net 1 and scooped up the cash!  Stepped off the putt at about 27 yards or 80 feet.  Hence the screen name.

Most $ Lost - probably about $40 bucks

Edited by 80footputt, 04 February 2013 - 07:23 PM.


#8 1983Golfer

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Posted 04 February 2013 - 05:15 PM

Most won, 800, and that's after winning 960 on the 17th hole alone.

Most lost is 400.

Usually the only money game I get into is a modified wolf game. It's a helluva good time.

Losses are usually in the 100 range though for most

#9 cardoustie

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Posted 04 February 2013 - 05:21 PM

I've won close to 5G in our member guest btw calcuttas and parimutuals etc

I've split 8 grand 4 ways in a scramble payout

Single matches though most won is about $400 (day I shot 69) and most lost is about $180

We play $10 auto two downs plus indy bets and side bets for low gross, low net, gross skins etc
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#10 cadillacfox

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Posted 04 February 2013 - 05:44 PM

Won $1250 in one 18 hole match. Won a lil over 2200 overall in 3 weeks playing the same guy. He likes to up the bet  progressively as he gets down. We start out betting $20 a hole... If hes down $80 he will want to bet 30-40$ a hole if hes down $300 he will want to bet $100-150 a hole. It can add up pretty quick if hes having a bad day.

I have some friends in Charlotte that got hooked up with a retired Superstar basketball player (I wont Name)  to play some big money matches. They end up beating him out of some ridiculous number   +/- $75,000 over a couple days. He gives them a check and asks them to hold it for a couple weeks and he will come back and settle up with cash and play some more to try to win his money back. He didnt want his wife to find out that he lost that money gambling and she can see the bank statement and cleared checks. Well they hold it for a day or two and they try to call him to schedule the next match. He doesnt answer. They call a few more times and still no answer so they get worried and go to the bank and try to cash the check. Bank manager phones retired NBA superstar and asks if it is legit and if he can cash the check. NBA star says yes go ahead and cash it. He never returned to play the guys again. If they had just held that check like he said they could have probably beat him out of 500,000 easy, but they got nervous and wanted that 75k right then.


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#11 plus8

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Posted 04 February 2013 - 06:04 PM

Most ever won was $165.00 once at Myrtle Beach.  Most lost was $28.00.

But my BEST win was a cold, wet, windy day when I had had a terrible round,  and on the #1 hole on the course I badly skulled my approach into the dirt, pin-high, under a tree, then used a pitching wedge in desperation - well, the ball popped up, hit a limb, deflected to the fringe and rolled into the hole for a birdie.  I won 18 skins that day for $90 bucks.  I've never forgotten that, and neither have my buds.  Very sweet!

#12 RRFireblade

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Posted 04 February 2013 - 06:49 PM

Mmm....  Keep in mind I basically made my living like this for 10-15 years.

Most ever won: ~12 grand. Was a 2 day money game propped by a pretty big player who came over from the west coast when I was known to have a pretty big backer at the time. Big talker , played alot of head games , big a** really . Lost my cool and didn't even try to hide my speed , just wanted to crush him. Never ever got another game out of him.....Stupid.

Most ever lost:  ~$7,500. Got backdoor hustled basically. Was giving away a ton a weight already. I was up around 10k on the week so I was talking with my wallet. Tried to out bankroll him going into the last 9 and he somehow managed to find another gear on me and beat the spot. Shoulda seen it coming honestly.....Stupid.
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#13 Mulligan26

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Posted 04 February 2013 - 07:10 PM

Most won- $20
Most lost- $0

The only reason I won $20 was because a couple guys decided to cut in front of my group (7 cap and two 1 caps) on a par 3. One of the 1 caps challenged the twosome to $20 a hole, one of the guys countered with a long drive for $20 flat. I stepped up and hit one of the best drives of my life, well over 3 bills and walked out with $20 in beer money.

#14 MadGolfer76

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Posted 04 February 2013 - 07:13 PM

Won a hundred bucks in a putting contest. Told the second place guy to keep it "'cuz I'm all about the competition."

I was pretty bad-a** for like, 5 minutes.
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#15 Mulligan26

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Posted 04 February 2013 - 07:18 PM

^hahahah that's awesome... Although I would have taken the $100, I need all the cheddah I can get


#16 Obee

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Posted 04 February 2013 - 08:01 PM

Most ever lost: $500

Most ever won: $1800

I play with some sick gamblers. LOL

#17 lumberman2462

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Posted 04 February 2013 - 09:41 PM

View PostRRFireblade, on 04 February 2013 - 06:49 PM, said:

Mmm....  Keep in mind I basically made my living like this for 10-15 years.

Most ever won: ~12 grand. Was a 2 day money game propped by a pretty big player who came over from the west coast when I was known to have a pretty big backer at the time. Big talker , played alot of head games , big a** really . Lost my cool and didn't even try to hide my speed , just wanted to crush him. Never ever got another game out of him.....Stupid.

Most ever lost:  ~$7,500. Got backdoor hustled basically. Was giving away a ton a weight already. I was up around 10k on the week so I was talking with my wallet. Tried to out bankroll him going into the last 9 and he somehow managed to find another gear on me and beat the spot. Shoulda seen it coming honestly.....Stupid.

Ouch.  You think you got hustled????  That guy that beat me out of $600 bucks when I was poor college student was a guy named Al Besselink.  70+ years old and a way out of shape.  At 22 years old I had no idea of any pro names other than Palmer, Nicklaus and Watson....this guy wasn't even on my radar and my PRO was the one that set up the game and didn't tell me. Our match was all but over on 16 as I couldn't afford to press and he starts telling me about playing in the Masters and what not.  It was a disaster.   I believe this is what is known as a lesson in humility.  It worked.  He was nice guy though.....
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#18 diabolo

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Posted 05 February 2013 - 12:21 AM

Won $220.

Lost $50.
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#19 Imp

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Posted 05 February 2013 - 09:17 AM

Won? Hmmm... I think like ten dollarbucks.

Lost? Case of beer to my brother.

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#20 ahopkins13

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Posted 05 February 2013 - 04:17 PM

my buddies and i always played for beer.

Won a case

lost a case betting a long hitter friend of mine he couldnt hit the green in two on a really long par 5.


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#21 teeitlow

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Posted 05 February 2013 - 04:57 PM

View PostImp, on 05 February 2013 - 09:17 AM, said:

Won? Hmmm... I think like ten dollarbucks.

Lost? Case of beer to my brother.

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#22 prsgtrman

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Posted 06 February 2013 - 07:42 AM

most won 20-30

most lost 20-30 plus i had to shave my head. in another match the guy i "lost my hair to" had to get a tattoo.

our "game" is made up of all sorts of silly bets

.50 a hole, dollar birdies, 2 dollar eagles
$1 action jacksons- getting a par after the ball hits a cart path or a tree.
$1 sandies
$1 storming the beaches of normandy-par after a fairway bunker
$1 closest to the hold on all par 3's
$1 "thirty two" bets. putting bet where you "32" the person. if he 3 putts or worse you win a dollar if he 2 putts you win a dollar. you can "32" at any time, from the tee box to the green anytime before the first putt is hit. its not uncommon for us to 32 each other on a par 4 or 5 before we hit our tee shots.

#23 Jim Clark

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Posted 06 February 2013 - 10:11 AM

Few Bennies either way. Calcutta's don't count, I'm talking head-to-head.

Edited by Jim Clark, 06 February 2013 - 10:12 AM.


#24 SilverBullets

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Posted 06 February 2013 - 11:38 AM

our game consists of a Slushi (front 9) a Slim Jim (back 9) and a $5 scratch off lotto ticket (overall).  I have won $50 from the $5 lotto so that would be the most i have won.  Not sure the most I have ever lost but its never been significant (I'd say under $10)

We aren't huge gamblers.  Keep it relaxed so we can talk as much s*** as we want
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#25 Imp

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Posted 06 February 2013 - 01:07 PM

View Postprsgtrman, on 06 February 2013 - 07:42 AM, said:

if he 3 putts or worse you win a dollar if he 2 putts you win a dollar.
So he has to 1 putt the hole? What do you lose? :lol:

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#26 H.A. Kerr

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Posted 07 February 2013 - 04:34 PM

Some of these side bets lists are pretty extensive.

I think I just figured out the slow play problem.

#27 lumberman2462

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Posted 07 February 2013 - 04:55 PM

View PostH.A. Kerr, on 07 February 2013 - 04:34 PM, said:

Some of these side bets lists are pretty extensive.

I think I just figured out the slow play problem.

I pop down to a club about 50 miles from home and play in a daily game that is the most complicated mess you've ever seen.  If I tried to explain it on here it would take up pages and pages space.  The guy that runs the game takes all of the cards and does his wizzard like calculations and figures it all out.  The scorecards have more numbers and marks on them than you can imagine and unless you know the game - nobody could figure it out.  Doesn't slow down play though because it's all done after the round.
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#28 tocino

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Posted 07 February 2013 - 08:16 PM

I've never won any golf money yet. most i've lost was probably the cost or a round of a drinks (which I would've bought anyway). most amount of cash i've ever lost was $5

Edited by tocino, 07 February 2013 - 08:18 PM.

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#29 prsgtrman

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Posted 11 February 2013 - 07:20 AM

View PostImp, on 06 February 2013 - 01:07 PM, said:

View Postprsgtrman, on 06 February 2013 - 07:42 AM, said:

if he 3 putts or worse you win a dollar if he 2 putts you win a dollar.
So he has to 1 putt the hole? What do you lose? :lol:

--kC

good call, maybe we can up to 2 bux for the one putt.

#30 plus8

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Posted 14 February 2013 - 08:22 AM

View PostH.A. Kerr, on 07 February 2013 - 04:34 PM, said:

Some of these side bets lists are pretty extensive.

I think I just figured out the slow play problem.

:cheesy: :cheesy: :cheesy:


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