Not trying to offend and I wasn't comparing a single 40 - 1 shot to a single 5 - 1.

I was comparing a single 40 - 1 vs. SIX 5-1's.

We're assuming that the one guy gave you a single selection and the other gave you six selections, and all seven horses hit.

Just looking at the odds against both: one is 40-1 while the other is 15625 to 1.
That's not even close.

If you're making different assumptions, different odds.