Yep, the math is a bit messed up and they used a bad system that doesn't really fit the DC system. On top of that it's extremely awkward to use and not obvious to some players.
You really need to sit down and crunch the math, figure out what you're likely to roll then figure out how well you can take failure since you get nothing if you miss the DC, so you may be better off taking a higher DC that gives you something if you miss by 5...
For instance if you want to hit 8 squares, thats 20+8 = DC 28, or 20+4+5 = DC 29 getting 4 on a 24. Depending on how doubling works, I'm not sure how it's ruled in
4E, you could also do 20+2+5+5 = DC 32 getting 2 on 22 or 4 on 27. Since it's an INT check, it'll be pretty hard to make DCs beyond 30? Which is good because it gets really complicated to figure out after about 15 squares.
Not a fun system at all!