The argument I was making, seemingly wrong from what I hear, is this.
If in 1000 coin flips streaks of 6 or more will commonly occur 10 times ( randomly picked number) And we assume those streaks are evenly distributed. If we refuse to bet against heads once a streak of 5 has occurred, we can gain the bets when tails does go to 6.
Assuming equal probability of streaks, we should gain 5 units per 1000.

For some mysterious reason, mysterious to me anyway, this is not true

It's wrong. There are people who explain stats more concisely than me so I won't try to confuse you but it's wrong.

Was thinking about a baseball bet for the system players that would go like this;

I pick 25 hitters for myself and 50 hitters for you. All must be listed as healthy going into the season and projected to get a full share of plate appearances.

The bet is on batting average and we count the full season for my 25 guys.

For your 50 guys you can use any system that can be generically prescibed to your whole group before the season, does not involve examing the stats of their opponents, and should result in at least (roughly) half a season's worth of plate appearances for each player (the reason you would get 50 to my 25).

Examples of a system would be only couting the at bats on a game day following a game day in which your player did not get a hit, only counting at bats on a game day following a game day in which your player reached base or drove in a run, only counting at bats on Mon/Wed/Fri/Sun, etc.

Do you like your chances? I mean I have to use the whole season you can take advantage of the distribution of streaks.

The probability of losing six in a row -- as per your example -- is equally likely whether or not the six trials are in the same session, same day, at same table, in the same club, or consecutive events. It's always the same. You can skip bets, move around, or anything else you want -- the probability applies to the six trials you choose as much as any other six (assuming a game where you cannot get an advantage).

It isn't mysterious, this is called the Gambler's Fallacy. You are trying to attribute some influence over future flips due to past ones. There is none. If you hit 100 heads in a row, the chance the next flip is tails remains 50% (with a fair coin). And the chance the next five flips are tails remains 0.5^5, the same as at any point where we start counting.

Thanks for all the replies. It's funny to me because I do know that what I was arguing can't be true. It's just one of those things sometimes when I think of it I think it should be. But I know that it isn't.
Thanks for pounding reason in to my head.

he owns a business of some sort so he has other income but im sure if anyone wanted to go higher it wouldn't be a problem as long as the amounts aren't extrodinary.

Daily bankroll is $300 to make $50 $400 to make $75 $500 etc

if he loses half he stops so theres no chance of him losing more than he can make up in a short amount of time.

I must say im not familiar with a lot of the terminology a lot of you are using so ill have to reaserch and come back

also there is variance in blackjack, sometimes you have to bet more than your original bet in order to play mathematically best.
let's say you bet 1 unit lost
you bet 2 units lost
you bet 4 unit lost
you bet 8 units and lost
now you are betting 16 units
it comes 4 4 the dealer has 6
you split
it comes 6 you double it comes 5
the other comes 3 you double it comes 9
the dealer makes 21 and you have lost not 16 units but 64 units. how long will you have to work to get that money back.
just this weekend i had a situation with a true count of 8.5
i had 7 7
dealer has 3
split one gets 3
double comes two
the other gets 4
double comes 5
the dealer makes 5 card 21 one and i am down 4 max bets

i find that hard to believe

the problem is that quitting during a losing streak doesnt end it, youre just taking a break in the middle. If youre destined to lose 14 times in a row, using the system youre talking about youd lose 5, take a break, then come back and lose 9 more.

it really is all about seeing it as one long session anything else is just fooling yourself.