Esker
Hero
In case anyone is interested, here's a colorful picture showing how additional dice affect the chances of getting a particular roll.
So we can see that the more dice we roll, the more the distribution of outcomes clusters near the high end.
And here's one showing the chances of success when you need a particular natural roll or better to succeed.
And here's one showing the effect of the additional dice converted to an equivalent bonus (i.e., +1 corresponds to an increase in success chance of 5 percentage points, +2 to 10 percentage points, etc.)
As most people are probably aware, "regular" advantage is the most valuable when the baseline chance of succeeding is near 50%; in other words when you need to roll a natural 11 or better. It's worth up to +5 in this case. When we roll three dice, the cumulative benefit compared to rolling once is the greatest for moderately difficult rolls; when we need a 13 or better to succeed. In this case, having advantage is equivalent to a bonus of about +7.5. We can see for any particular target number the added value of each additional die is going down; but also the zone where advantage is worth the most is moved to the right, namely to more and more difficult rolls. If we get to roll 8 dice, the value of advantage would go all the way up to an equivalent bonus of +13, when the natural roll needed to succeed is 16... but three dice would be worth +6.5 in this case, so the extra five are combined only worth as much as the second and third.
Where going beyond three dice really helps us is for really difficult rolls (like getting crits): each additional die is still worth a little less than the previous one, but we have fewer and fewer "multiple successes" as we go up in difficulty, to the point that getting to roll eight dice raises our crit chance almost sevenfold.

So we can see that the more dice we roll, the more the distribution of outcomes clusters near the high end.
And here's one showing the chances of success when you need a particular natural roll or better to succeed.

And here's one showing the effect of the additional dice converted to an equivalent bonus (i.e., +1 corresponds to an increase in success chance of 5 percentage points, +2 to 10 percentage points, etc.)

As most people are probably aware, "regular" advantage is the most valuable when the baseline chance of succeeding is near 50%; in other words when you need to roll a natural 11 or better. It's worth up to +5 in this case. When we roll three dice, the cumulative benefit compared to rolling once is the greatest for moderately difficult rolls; when we need a 13 or better to succeed. In this case, having advantage is equivalent to a bonus of about +7.5. We can see for any particular target number the added value of each additional die is going down; but also the zone where advantage is worth the most is moved to the right, namely to more and more difficult rolls. If we get to roll 8 dice, the value of advantage would go all the way up to an equivalent bonus of +13, when the natural roll needed to succeed is 16... but three dice would be worth +6.5 in this case, so the extra five are combined only worth as much as the second and third.
Where going beyond three dice really helps us is for really difficult rolls (like getting crits): each additional die is still worth a little less than the previous one, but we have fewer and fewer "multiple successes" as we go up in difficulty, to the point that getting to roll eight dice raises our crit chance almost sevenfold.
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