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You ask which is better, but the best answer is: better for what?
(1) Do you have anything important coming up, where you have a particular need to maximize your score (squeeze out every possible point)? E.g. like an auto loan or a mortgage pre-approval?
Or (2) are you more in a "gardening" situation where you just want to know a strategy that will be best for you long-term (no need for an important credit pull quivering on the horizon)?
I want to change my ways for the better too, pal! Diet, exercise, etc.-- the list doesn't end. :-)
One thing you have identified is that, although you are still carrying some CC debt (on which you pay interest), you have made a plan to pay it way down over the next three months. AWESOME. This is definitely changing your ways for the better. It's the best thing you can do right now, because you will get out of the trap of paying CC companies their ultra-high interest rates. It helps equally with scenario (1) or (2).
Since you are in a gardening phase (#2), my advice is the following:
If you ever move back into phase #1 (you need every single fraction of a point possible), then:
I will add a purely anecdotal observation of my own. My own personal experience is that I get a better maximal result out of having an overall ultilization (which counts all credit limits) of less than 2% but more than 1%. For example, 1.1%. Thus I personally cannot recommend having a really tiny balance (like $5) as your sole positive balance, though other people seem to be fine with that.
Finally, you may develop a desire to increase your credit limits while you are gardening. If so, you will find some threads at myFICO devoted just to that. I think the recomended strategy in that case is to keep pushing the card close to the CL but still under that. Then a few days after the statement prints, pay off the amount owed. Then run it up again, etc. Again, I have never done this, but I think that's what people recomend if you are trying to induce the CC issuer to spontaneously give you a CLI. It seems like an OK strategy to me as long as you aren't under the impression that a higher CL will in itself improve your score, and as long as the strategy doesn't cause you to spend spend more money than you otherwise would.
Thanks for the kind word!
Quick question: are the cards that you have thought about eventually cancelling (Credit one, verve, milestone, etc.) ones that charge you an annual fee?
Very wise choice it sounds like. Naturally, any time you cancel a card, make sure you know what card's CL was so you can subtract it from your total available CL. The good thing about keeping your CU low is that you can cancel a card you hate without it wrecking your ratio.
Even after you cancel your three ugly cards, you will still have five good ones left over. Five nice open CCs is more than enough CC's for building a great score. I myself have only four (until March of this year I only had three), and I have been above 820 for a long time. Five cards is a great number, though some people like having more, which is also fine too.