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I should have mentioned, all balance transfers are on promotions- 0% for 14 months, with 3% fees. I understand that my utilization may be hurt by the 65% balance on the Discover It, but as I mentioned above I am focusing less on my score and more on the best way to get the debt paid down, with the least amount of interest. That means that I am taking advantage of all of the balance transfer promos available to me.
You don't need to see your score gains for several months. It's no biggie to leave the Discover balance in the 65% range for now as long as you're able to address it when the points are necessary.
I don't understand the deal on the Freedom card. Are you paying 18% interest on the previous balance and 0% interest on the transfer?