If you will be able to continue and keep on that system the profits will be decent but most of the gamblers can't resist the feeling of luck,
thinking that from specific day something will happened and bring them more, greed will make a gambler suffering from mistake, better
to watch out if how well will you able to manage your bankroll.
He doesn't betting with that strategy, he just simply calculate how OP's strategy works (actually OP's strategy only quit while you reached your goal).
That's quite interesting challenge. Even if he has achieved the challenge within few days he'll loss it back which is the reality with dice. I haven't taken it a challenge, but used to spend lot time on dice with small bet amounts. There used to be gradual win and the wallet balance keeps increasing compared to the base amount.
Did you see if he got busted on day 24th? That's prove us if noone strategy will work and you can't beat the house by always winning