If you bet 100 Satoshi 100,000 times, there is no difference the multiplier is 1.1 or 100.
There is a difference for sure. In how long you can last, and how many wagers you can accumulate. So the difference is not in the expected loss amounts,,, but in the expected number of rolls before you lose that amount.
If you bet 100 satoshi at 100, you will expect to lose it 99 times out of 100 (roughly). So if you only have 1000 satoshi you can bet ten times and very high chance to lose it all without winning.
But if you bet at 1.1 you can expect to last 10 rolls and win once,,, Get it?
However if you want to "win" both will end up in the same result which is losing all your money eventually even if it takes a quick second or a year, it all leads to loss. Contests like these are just making trying to figure out methods how they could gamble as much as possible and not lose too much money, at least not more than the reward the contest is giving, that is not bad for the casino but eventually how could you expect not to lose.